In short
How a startup can “go bold” against a category leader by attaching to the incumbent’s brand, amplifying customer frustrations, and building a full competitive funnel (top-funnel virality to bottom-funnel proof).
Guest
Colin Majak, leading product marketing at Sybil (conversational intelligence). Previously product marketer at GoFundMe (platform used during emotional, high-stakes moments). Before product marketing, he was a pastor, focused on trust-building and moving people through belief.
Key claims
Sybil’s win rate is 80% vs Gong when deals compare them; most growth comes from “Gong switchers.” Sybil doubled ARR from Sept to April (>100%). Startups can “punch up” because incumbents can’t take the same reputational risk.
Notable examples
“Gong Wrapped” (Spotify Wrapped-style quantified Gong pain points); April Fools stunt implying switching from Sybil to Gong; LinkedIn posts from Colin’s personal profile; Sybil differentiation: querying across all calls (not just one call) and improved AI accuracy. Messaging critique: Zendesk’s “Want to talk to a human? Call your mom” campaign for AI agents misfires by trivializing customers, mocking human preference, and timing near Mother’s Day.
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Chapters
Tap a time to open that second in VOThe David and Goliath Analogy
0:42 to 1:28
Explores the metaphor of David and Goliath in the context of startups competing against larger companies.
“And then this underdog who on paper has no business winning.”
Introducing Colin Majak
1:28 to 2:45
Guest introduction and background on Colin's experience in product marketing.
“We're talking about how a startup went head to head with a category leader and didn't try to outspend them or outfeature them.”
Understanding Sybil's Product
2:45 to 4:07
Colin explains what Sybil does and how it helps sales and go-to-market teams.
“That was such a kind and gracious intro, so thank you for having me.”
Sybil's Competitive Landscape
4:07 to 5:48
Discussion on how Sybil is positioned against Gong and the challenges faced.
“function to be able to see and have access to that transparency within every deal.”
Recognizing Opportunities Amidst Competition
5:48 to 7:20
Colin shares insights on recognizing market opportunities when competing with a giant.
“But the pattern we were seeing was that across all of our deals, the deals that we had the best time winning were when we were up against Gong.”
Success Metrics and Growth
7:20 to 9:14
Colin discusses Sybil's growth and success metrics after targeting Gong's customers.
“And a lot of what you put together with this positioning, some of it is competitive strategy.”
Positioning Through Storytelling
9:14 to 10:19
The importance of storytelling and competitive messaging in capturing market share.
“Lots of people make these efforts and there's kind of a following, more intuition than we like to often admit.”
Steps to Compete Against Incumbents
10:19 to 13:41
Colin provides actionable insights for startups looking to compete against established players.
“So I'm happy to break down kind of our flow and sort of how we went through it.”
Finding Competitive Differentiation
13:41 to 14:03
Advice on how to identify key differentiators when competing with larger companies.
“If anyone's going to pay attention to you.”
Understanding Customer Motivation for Switching
14:03 to 15:10
Learn how to identify the motivations behind why customers switch vendors.
“Any quick tips or suggestions on how to get there?”
Show all 28 chapters
Identifying Pain Points with Competitors
15:11 to 17:28
Discover how to uncover customer frustrations with existing competitors.
“The second step would be to the kind of inverse of that differentiation is the pain points that might exist with that existing incumbent.”
Leveraging Customer Frustrations for Marketing
17:29 to 18:48
Learn strategies for using customer pain points in your marketing efforts.
“And then the switchers tend to be a good one again, too.”
Balancing Ad Hoc and Methodical Content Creation
18:49 to 22:19
Explore how to blend spontaneous opportunities with strategic planning in content creation.
“feel less like it came off of your Harvey Ball comparison grid, which no one trusts anyway.”
Creating a Full Funnel Competitive Motion
22:20 to 25:46
Understand the importance of having a comprehensive approach to marketing funnels.
“So it sounds like your strategy, which you iterated on as opportunities arose, but you would start with these little social posts that would go viral as top funnel content.”
Navigating Bold Marketing Decisions
25:47 to 28:00
Learn how to assess the boundaries of bold marketing while maintaining brand integrity.
“kind of stokes the interest in the conversation to begin with.”
Understanding the Balance of Boldness
28:00 to 29:19
Learn how to navigate the fine line between bold marketing and crossing the line.
“How do you do the gut check of, is this too far?”
Litmus Tests for Competitive Tactics
29:20 to 31:28
Discover effective filters for evaluating competitive marketing strategies.
“So like there was like org wise, okay, this checks out.”
Leveraging Personal Branding on LinkedIn
31:29 to 34:38
Explore the impact and risks of using personal profiles for brand promotion.
“test before you actually go viral with something.”
The Importance of Personality in Bold Marketing
34:39 to 36:34
Understand how the personality of the spokesperson affects bold marketing strategies.
“Or ideally, they know what matters and how to communicate that product better than anyone.”
Embracing Friction in Marketing
36:35 to 42:00
Learn why embracing conflict can be a smart marketing strategy.
“Like having the courage to be bold requires a person's name and face behind it.”
Navigating Competition in B2B Marketing
42:00 to 43:00
Learn how to approach competition with a strategic mindset.
“I like to remind myself that if I stop selling Sybil, nobody dies.”
Advice for Bold Competitive Strategies
43:00 to 44:10
Discover key advice for product marketing managers to innovate boldly.
“that you would want PMMs to walk away with who are trying to go bold with a competitive strategy like this?”
Introducing the Messaging Critique Segment
44:10 to 45:20
Explore a new segment focused on analyzing real-world messaging.
“Like actually go for it, like do the competitive campaign, do the idea, the unhinged idea that started in Slack, which is how some of these started.”
Analyzing Zendesk's Recent Campaign
45:20 to 47:20
Delve into a detailed critique of Zendesk's messaging strategy.
“What advice do you have to the PMM out there to take it to the next level?”
Identifying Misses in Zendesk's Approach
47:20 to 51:00
Learn about the pitfalls in Zendesk's messaging and customer engagement.
“So I think there were a couple areas where this misfired.”
Recommendations for Improving Messaging
51:00 to 54:00
Get practical suggestions for enhancing marketing messaging effectiveness.
“I think I would try to keep that clear alternative, but I would totally change the tone and message and do some like playful self-deprecation.”
Expressions of Gratitude in Marketing
54:00 to 55:40
Understand the importance of gratitude and recognition in a marketing career.
“Okay, seriously though, Zendesk, we have some really good ideas for you, so please let us know what you think.”
Shout Outs to Influential Mentors in PMM
56:05 to 57:38
Discover the importance of mentorship and support in product marketing.
“One is the godfather of PMM, Jason Oakley.”
Transcript
Automatic transcript. May contain errors.0:02Hi, friends. Welcome to Product Marketing Adventures, the only show that takes you beyond theory and into the real execution of product marketing. My name is Elle Grossenbacher, your trusted guide and host of this show. In each episode, I bring in expert product marketers to co-host two segments of this show. First, a case study example of their work, followed by a messaging critique for companies we admire. So if you're a PMM looking for practical guidance and inspiration, you're in the right place. Are you ready? Let's go.
0:41Everyone knows the story of David and Goliath, a giant, right? Bigger, stronger, and more experienced. And then this underdog who on paper has no business winning. But the part that people forget is that David didn't try to become a Goliath. He didn't put on the armor. He didn't try to outmatch the giant strength for strength. He found the one opening that actually mattered, and then he went all in on it. That's the part of the story that feels very real when you're a PMM sitting inside a startup. You look at the market leader and think they have the brand, they have the budget, they have the default position in every deal.
1:22and you don't. So the question becomes, how can you win? That's what today's episode is all about. We're talking about how a startup went head to head with a category leader and didn't try to outspend them or outfeature them. Although there are some significant product differences in this scenario, but seriously, they got painfully clear on where the leader was weak and built an entire go-to-market motion around it. I could not think of a better person to walk us through this than today's guest, Colin Majak. Colin is leading product marketing at Sybil, where he's been at the center of one of the hardest plays in B2B, competing directly with a category leader and turning it into real pipeline.
2:06Before Sybil, he was a product marketer at GoFundMe, working on a platform that millions of people rely on during some of the most emotional and important moments of their lives. So he's seen firsthand what it takes to build trust and drive adoption at scale, not just inside a niche market, but in products tied to real human emotion and decision-making. But what makes Colin's background especially interesting is that before product marketing, he was actually a pastor, which means long before he was building positioning and messaging, he was learning how to connect with people, earn trust, and move people through belief.
2:41Sounds pretty close to a product marketer, if you ask me. Colin, I'm so excited to have you on the show. Hey, Elle. I am so happy to be here. That was such a kind and gracious intro, so thank you for having me. Yes, of course. I know I've been really looking forward to this conversation for a very, very long time. Okay, so before we get started on the actual case study, let's get the listeners up to speed. What is Sybil exactly? Yeah. So I like to think of Sybil as a shared memory for all of your sales and go-to-market team. So it captures everything from your CRM activity to your emails, to all of your calls, and pulls that all into one memory or one context layer that your whole team can pull from.
3:29So AEs can figure out what the best reps have said to close a deal. Your CRO can understand what's actually happening in their pipeline. So instead of kind of generic, oh, your pipeline's at risk, they can get like a real time insight on, hey, this deal is at risk because of XYZ. And then sales managers get all the context they need from their best reps to coach reps on how to do better in their role. So that's how I tend to think of it. We compete in kind of the conversational intelligence sort of category. So the Goliath you hinted at earlier is gone for us, but that's our product and the way that I like to think about it.
4:04Yeah, that's so helpful. So I'm sure it's super beneficial across basically the entire go-to-market function to be able to see and have access to that transparency within every deal. I could see how that's super useful. So excited to hear more about how Sybil is competing directly with Gong. So let's start with that as our case study. I think a lot of PMMs listening are probably in really similar situations, right? Like you don't work for the market leader. You're competing for the same budget from your customer. And sometimes buyers don't even consider you or they don't know about you, especially if you're a startup.
4:43So take me back to what was going on at Sybil when you realized that something needed to change. Yeah. So when I joined Sybil, we were kind of in this transition period where there were a lot of people who were thinking about us just kind of as a generic note taker. But what we were actually seeing was one, we were built for sales teams. And two, we were getting a lot of traction with companies that were switching from Gong to Sybil and just finding a really strong fit. We were finding a lot of discontent with the AI performance in Gong and a lot of like the actual accuracy of the insights Gong would service about what's happening in deals.
5:20So we're seeing this just big volume of people, one, who were Gong customers, and then considering us. And then once they get to that consideration stage, actually moving through and switching over to Sybil. And as you mentioned earlier, we compete very much for the same budget line most of the time. There are some situations where they might work together, but for the most part, you're only going to pay for one kind of conversational intelligence tool and it's us versus Gong. But the pattern we were seeing was that across all of our deals, the deals that we had the best time winning were when we were up against Gong.
5:56And then two, we were in the spot where we didn't have a lot of brand familiarity and everyone knew Gong. And so we were starting to get these signals that when we attached ourselves in people's minds as a Gong alternative, we got more traction than we otherwise would have. Ah, okay. So first you started with this like pattern recognition that was coming out of your own analysis from all of the deals that you've seen. So what did you do with that once you realized that pattern recognition? Did you see that as more of like an opportunity? And was it kind of like, you know, experimenting from there?
6:31Kind of walk me through what you did with that insight. Yeah, so I saw this opportunity that if we were to attach ourselves to a giant, we could get this awareness and get this traction that we otherwise couldn't get. So I knew I wanted to, A, drive brand awareness for Sybil. I joined Sybil and almost no one knew that we existed. And then, two, I knew that at our size, if we could even just capture some of Gong's churn, like Gong's a 300 million ARR company, and let's assume 10 % churn, if we could capture even half of their churn, that would be an incredible growth rate for a startup at our size.
7:08And so I knew I wanted to do everything we could to do that, to see how can we benefit from their brand familiarity to boost our own and then capture some of their market share. I love that you identified even what a good measure of success would be, like capturing their churn rate and having the critical thinking skills to even think about comparing size and what a churn for a huge Goliath-sized company versus more of a David-sized company, we'll say. And a lot of what you put together with this positioning, some of it is competitive strategy. Some of it is more like competitive storytelling.
7:54So it's like storytelling plus positioning. I guess like, and you went very loud. You were very direct with a lot of this. So I guess like walk me through, well, before we get to that point, actually, As you set out this goal of the churn, do you feel like you have a strong result for all of the effort and experiments that you have been running? Yeah, I think the shortest way to put it is that right now our win rate is 80 % against Gong. So anytime that a customer is an active deal analysis comparing Sybil versus Gong, we have a very high win rate with them. And I think some of that comes down to our messaging and positioning.
8:36And then we have a number of deals over the last nine months. If I go into Sybil and I ask, who are we winning with? Sybil services, the top insight is Gong Switchers, is who we're winning with. So a significant amount of our revenue growth over the last eight or nine months has been from Gong Switchers. And as a company, since we've joined, I mean, when you're a startup, we are Series A. There's a lot of pressure to grow fast. We have doubled our ARR from September through April. So over 100 % increase in that time, which really closely coincides with this choice to go all in on going after gong.
9:12Something's working. Yeah, I think that I don't always think like attribution is a neat line. Lots of people make these efforts and there's kind of a following, more intuition than we like to often admit. But for us, I think I saw this opportunity and I knew that at our size, we had the luxury where we could be very loud and very vocal. and that there was an opportunity for us that if there is a kind of status quo and you can come in and you can critique that status quo, people are immediately interested because they're either using the status quo, in this case, Gong, or they're familiar enough with it that they are immediately intrigued if you come along and say something's different.
9:51This is very much like what Slack did with email. Slack came along and started picking a fight with email and they got a ton of traction and obviously that became what they did today. And so I felt like at our size, we could name and go after our Goliath, it was a luxury that you have at our size. No one's going to be mad at us for punching up in the same way that if Gong went after us, it would not land the same. Totally, yeah. They would get some heat for that. Yeah, oh, 100%, yeah. So I'm happy to break down kind of our flow and sort of how we went through it. I think we saw this opportunity and we started creating this really loud content.
10:28So we tested it. The first test that was a post of mine that went semi-viral right around the era of Spotify wrapped. I put together a gong wrapped and basically what it did was it took the same way that Spotify kind of gamifies all of your numbers from the year. I took these numbers that were rooted in customer pain points for gong customers and tried to quantify them and say, all right, you spent 56 hours digging through call recordings to get an answer. You set up 22 trackers that didn't fire. And Gong is increasing your pricing by 20%, like all of these hard numbers. And it sort of took off.
11:05Yeah, and then it just iterated from there. I feel like you do running one experiment like that. Maybe you didn't even realize that it was going to be an experiment. It was just something in your gut that you knew, like, I have to talk about this. And then it kind of like iterates from there. What I would love to do too is take some of these examples that you're sharing, especially things like from social and such. And if it's all right with you, link them in the show notes. That way our listeners can kind of go back in history and feel like they're part of the drama as it unfolds. Yes. The receipts are all there.
11:38Love it. Okay. So let's take this case study and let's turn this into a playbook. Imagine that you've obviously still, you're still going up against your Goliath. So the story continues, But imagine that you're coaching me on this and I'm at a startup, maybe solo PMM, maybe solo marketer. And I've got my Goliath that I'm going up against. So maybe different context a little bit. Maybe I'm in a different market. So we'll have to strip out some of that. So I guess as you're coaching me through this, what's the first thing that I need to do? What would step one be? Yeah, I think this is a true product marketing answer.
12:15but I think if you're going to go after an incumbent, you have to recognize they are an incumbent for a reason. So you have to get very clear on what is your competitive differentiation. Like what, what do you have that they do not and get very clear and dialed on that as a whole team and let that color every single asset that you're going to create. So for us, uh, the thing that we were initially leaning into was that Gong was really good at setting up trackers where you could listen to call recordings. It could, you could get really nice summaries. But what it didn't allow you to do was to kind of in a GPT sort of interface, ask questions across all of your calls.
12:55You could ask a lot about one call, but you could, but you can't ask about, Hey, tell me, look at the last 90 days worth of calls and tell me what our best rep has said about objection X. Like it just, it couldn't contain that Sybil could. And so I started leaning, we started pointing out that, all right, this ability to query across all of your calls at once, this is kind of our special sauce that we were able to identify really, really quickly. There's some other ones. I think AI accuracy was another one that came up a lot, but that was a byproduct of, again, Sybil's ability to look at all of that data at once rather than one call at a time.
13:33So I think that would be important. Like fundamental one is if you're going to actually critique that competitor, you have to know how you're different and get very pointed with it. If anyone's going to pay attention to you. Is there, and I thank you for giving the example too, because I think that's really helpful just to dig a tiny bit deeper into your approach and finding your differentiation. Cause I have heard, which I, I never agree with, but I have heard, um, marketers and PMM say that they, they can't figure out what's different between them and their competitors. Any quick tips or suggestions on how to get there?
14:06Yeah. I mean, the simplest way, I think, comes back to the fundamental of just talking to customers, particularly if they have switched. If you're trying to run this same playbook and you have customers who were willing to make that switch, something motivated them. There's so much friction to switch vendors really with any product that there was something that motivated them. And it may not be as obvious as a very strict capability or feature sometimes. It's more of like a philosophy. So when I was at GoFundMe, we used to talk a lot about the flexibility of the platform. And that was not one feature.
14:38That's just kind of like a philosophy that we approach the product with. So we would market a lot this idea of like brand flexibility and the flexibility of different plugins and tools that you can integrate with. Again, it was like almost a step above rather than like a granular feature. Brand becomes another one. But if you could get in touch with why would someone take the time to switch, you're probably pretty close to finding what that motivation was and therefore what your differentiation was. I love that. So helpful. Okay. So step one, get super clear on my differentiation. What's step two?
15:11The second step would be to the kind of inverse of that differentiation is the pain points that might exist with that existing incumbent. So like getting very, very clear on what are all the frustrations that people have with that status quo Goliath, if you will. So for us, there's kind of two sort of different plays that we ran here. One was the gong-wrapped one. So I literally, I dug into Reddit and I looked at all the things that people were frustrated about with gong and I just amplified those, kicked up the dust in that gong-wrapped sort of promo. The second one was, this was the one that probably got me the most heat, is on April Fools, I announced that I was moving from Sybil to Gong.
15:52And it was right on the line of satire where people couldn't fully tell. But if you read closely, one of my lines was like, I'm super excited to move from an environment where I ship every week to shipping annually. And it was just like a subtle dig at like Gong is not innovating at the speed that it used to. And I think people get so reticent about this, but I do think, I'll keep saying this, this is a playbook that you can only really run as a startup. And it's a luxury that you have, that you can find those pain points and you can actually amplify them, which is what we did. We were very loud, very vocal about these pain points.
16:30And people hear them and they think, oh, I felt that. That's true for me. We know this in marketing in general. We just don't tend to do it as pointedly with competitors. But I think this, again, is an opportunity that you have if you're in a startup and you have this kind of large competitor you're up against. Totally. And the bigger the Goliath, probably the more you'll be able to find some of those frustrations in a Reddit community or other online communities and forums. I know, for example, in the IT world, there's Spiceworks is another common forum where people go and complain about vendors.
17:06So there are places you can go and find things. So I'm curious, other than Reddit, are there any other online entities that you'd recommend to try to find some of those frustrations? Comment sections tend to be a good one. If people are really frustrated with a vendor, they will comment on that vendor's social media. And so sometimes that's a good place to come through. That one has definitely come up. And then the switchers tend to be a good one again, too. Those are the ones that are going to most neatly tie back to your product that if someone has switched from big vendor to you, they have one of my favorite quotes was I interviewed an AE who switched from Gong to Sybil.
17:44And she has this in a conversation, she said, Sybil's AI is so much better than Gong's. And then she said, like, I would have my manager ask, like, tell me to run something in Gong and the AI, the AI was never accurate. it. And so I was like, this is gold. And I was able to use that and put it into some of our assets kind of later on, or even just tease it, tease it out across different things we were running. But again, I think anyone who has made that switch, I think that's an early signal for you that you have, there's an actual tactic to be had here. And then those people tend to have just the best pulse on what you could be saying.
18:21Yeah. So helpful. And anchoring on the customer frustration. The other reason why that is a good one is because you didn't make it up as part of a competitive analysis. I mean, of course, in a way, you kind of have this always-on competitive analysis, but you didn't pick something out that fit really nicely into a feature comparison, right? It came straight from the customer's mouth. I was just going to say, yeah, if you can make it feel less like it came off of your Harvey Ball comparison grid, which no one trusts anyway. Like it's like, they're always these misleading things of like, How do they even come up with that?
19:01Like, I don't know how we got here. I think I imagine at once upon a time, it was helpful. But now it's just kind of always become stacked. It comes up all the time where, I mean, we had a competitor, we have a competitor right now who has runs ads to a comparison page against Sybil. And I messaged their content marketer who owns that page. It was like, Hey, just a heads up. Nine out of 10 of these bullets are actually inaccurate. Would you be up for modifying it? They never did. But I'm at the opinion now that people are smart enough to know that if you give insights about a competitor that are strictly self-serving and not actually rooted in people's experience, they can sniff it out.
19:44Totally. A hundred percent. So, um, okay. So coming back to your finding all these customer frustrations, maybe it's in a comment section, you know, whatever I'm curious on was some of the content and that you're coming up with, it seems like most, the majority of it is on social media, but we'll come back to kind of like that in a minute. But is this like, do you have like a methodical process for coming up with some of these, you know, little content pieces? Or is it kind of like an ad hoc as the opportunity comes your way, you kind of seize it and move forward? And I guess like if you were coaching me through this today, would you coach me in one way versus the other?
20:29Just kind of like seize opportunities as they come? Or do you think I should like methodically plan content that leverages some of these customer frustrations that I find? So transparently, our approach was much more ad hoc. And I do think, again, this is a luxury of being a small team is you can move fast. Like I had the idea for Gong Wrapped on like a Monday. Gong Wrapped was going to drop on Wednesday. So like I wrote up all the copy, worked with the designer, had them spin it up. And then I was able to launch it on the same day as Spotify wrapped. So like it was, the timing was right. Seizing the moment was right.
21:05But I will say the area where there was intentional strategy is the idea to even have this kind of like content piece partially came out of, we were going to run a webinar directly comparing Sybil versus Gong. And I thought, how could I stir up just some interest in this conversation? and the two ideas kind of collided at the same time of like oh spotify rapt is coming up i could do like i what if i what if i did a gong raft and we have this webinar coming up and it ended up being kind of two layers of content like in me like this kind of light entertaining a little bit cheeky social media content is very top of funnel but it could help hopefully drive people down funnel into something a little bit more substantial where they could actually analyze and compare the product.
21:53So I think if I were, if I were coaching someone in these shoes, I think one, you, you have to take the benefit of your small company and you can move fast. And some of the stuff there's just, you have to take the opportunities as they, as they come, but where the strategy can come in is if you take those opportunities, how do you capitalize on them and actually turn them into, cause it's one thing to have a moment, a post that goes viral. But it's another thing to have it live beyond the couple moments of internet fame and turn into pipeline. Right. So it sounds like your strategy, which you iterated on as opportunities arose, but you would start with these little social posts that would go viral as top funnel content.
22:36And then you continue to use some of that other competitive intelligence that you were gathering couples with just your own positioning to develop like the more bottom funnel content, like the webinar. And I imagine that you have other, you know, content types, assets, et cetera. Can you talk a little bit more about like what that funnel looks like? Like, were you very intentional with that or was it, you know, and, and, and with this might be getting us into maybe like, and I don't want to get to step away from our playbook. So this might take us into that next step. So I don't, but I don't want to get ahead of us.
23:11You tell me. Yeah. I feel fine talking to it a little bit. I think at the risk of oversimplifying a funnel, I do think having the two sides of the top and the bottom of funnel, and you have to have content that satisfies both ends. And so I would say, did we set out with a perfect plan and then execute that plan? No, it was kind of more like we had an idea here and then it's how do we build the other half to support the other half. So a lot of times for me, my ideas were coming with these top of funnel sort of ideas. And then actually Drew on our team had initially the idea to do a Sybil versus Gong webinar.
23:47And it was like, all right, how do we stitch these two together for kind of a moment that then it would drive someone down funnel. The same thing happened with kind of my April Fool's play where we were able to kind of have this moment where a lot of people saw my post. Then the next day I was able to do another post that went not as viral, but did really well. That the hook was I quit gong after one day I'm staying at Sybil or no, I quit gong before I started. I'm staying at Sybil. And I walked through, and like I said, the main reason I'm staying is the we ship features really fast. Here are three features we shipped in the last week, not the last year.
24:24And so I can educate on the product. And then from a out, like a outbound standpoint, I could work with our head of sales development and she could look at the people who are engaging with that, drive engagements with them, do outreach and kind of drive that again, try to convert that further into, into pipeline. So I think, do we set out with a perfect playbook? Absolutely not. But I do think if you're, as long as you're thinking about those two halves and you might be wired one of two ways, you might, there's some, some PMMs who maybe who are thinking like strictly very bottom of funnel. It's actually most of the time where my ideas come as like niche product content.
25:00These were rare circumstances, I think, because it was just bold and no one gets to do it. Like, I don't know a lot of PMMs who've gotten to have as aggressive of competitive campaigns as I have, but I had the ideas there. And I just then, all right, how do we augment this with something substantive at the bottom of funnel? No matter how you're wired, having that other component is key. Like you, if you have an awesome, say we had that webinar and we had no way to drive people to it, to like articulate that story and kind of agitate the pain and get them to want to learn more, we would have a unattended webinar with great content.
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25:32And so I think that would be the coaching component for me is like making sure whatever you're doing, you need to have both of those components for your competitive strategy. Most of the time, the top of funnel one is the one that's missing. We've got battle cards. We've got landing pages. We don't have anything that we do publicly that kind of stokes the interest in the conversation to begin with. Yeah, yeah, absolutely. And so So if you said, so if step one, coming back to our little playbook that I'm outlining here, if you said step one was that to be clear on your differentiation and step two, you talked about agitating the customer's pain from using the competitor's product.
26:09And then would step three be kind of like, I guess at least outlining what that funnel would look like? Yeah, I think so. I think maybe the best way to put it is to create a full funnel, competitive motion to make sure that if you're amplifying, I think that's, that really is that second step is kind of about the top of funnel and making sure you have somewhere to lead all of that interest and intrigue. So if you're top of funnel, you're amplifying the dissatisfaction, the bottom of funnel, you're kind of, you're proving why you're different. You're actually showing, showing why you're different.
26:43It's, it's the, it's the receipts, if you will, you know, you've, you've, you've made claims. How do you actually like prove and make good on, those claims. Yeah. I really appreciate the way that you're articulating the funnel is thinking about it from a customer journey, but also how they are going through their own decision tree of the David versus the Goliath, the Sybil versus Gong. It's a really helpful way to think about how to build a funnel and how the story unfolds. I think that's a helpful way to think about it. Well, thanks. Honestly, it's been late adopted for me because I really do think most product marketers, we specialize more toward the bottom.
27:25We're close to the product. We think through all the use cases. We've got product explainers and story lane, interactive demos. I think for me, this is where Sybil, being a leaner team where it's like we're a very small marketing team, it's forced me to think through that whole journey. Yeah, yeah, okay. And now I want to go back to, I had a question for you earlier about some comments that you made and some of the examples that you've given on these viral posts that you've done, right? So they're quite bold. I have so many questions about this. Oh, please. How do you do the gut check of, is this too far?
28:06How do you know whether you're crossing the line of like, no, this is bold. This is my conviction versus like, okay, now this is just getting offensive. Not that you've crossed the line. I think you've done actually a really nice job of being as bold as possible while still, what I would say, is maintaining strong conviction in your beliefs. And of course, it's your product, but as you said, you have the receipts to prove it. So I guess talk about how you flirt with that line. Yeah, I think there's a couple of considerations. I mean, any product marketer thinking about this, you have to think about just your team culture and your brand and like, what is your company okay and not okay with?
28:54I'm fortunate enough that like Sybil is a very high, I've never been in a more high autonomy role. Like I report to our CEO. He gives myself and drew a ton of trust, a ton of leeway and a lot of just like, I trust your intuition. And we also knew we wanted to stand out to, we wanted to shape a brand that was spiky in its point of view and stood out and was not. I think the sales tech stuff can get really lost in the sauce with like very, I don't know, jargony sort of language. So like there was like org wise, okay, this checks out. Like you can't just start doing this if it doesn't, if it's not actually like approved and part of the culture.
29:33But then getting down to these like specific tactics, I think there were kind of two very basic filters that I ran. one, is this critique or this competitive tactic actually rooted in the truth about their product and our product? Like, I just, that was like an honest question I asked, like, all right, is even let's take the gong rap thing. I looked through like, is this true? Like, am I saying anything that is actually inaccurate about the product? And that was, I think I deemed that I wasn't. And the comments seemed to affirm that because there was, my comments were full of people being like this was dead accurate.
30:09Like there was a lot of, I think someone commented like, where's the lie on this? And so I think one, that was like a litmus test. And then the second one is I do think it still is possible to overdo it. And so we were, I was talking internally of like, Hey, I'm, I have this idea where I'm going to buy a gong shirt and I'm going to announce on April Fool's day that I'm switching to gong. And we were just like deciding like, should we do it? And we asked like, well, how long ago was it the last time we took like a big swing and we realized the gap between gong wrapped and april fools was six months it's like it is like all right at this rate we're like yeah at this rate we were on part for two like a biannual big swing and like okay this is not all the time it might feel all the time and social might make it feel that way just because there's no one else's not a lot of people are doing this but those were kind of my two litmus tests of like are we doing this too much?
31:05Because we can't only be known as the anti-gong. And then is this based in truth? Like, is there truth about our product that backs this up? Because yeah, if I just say something that's true about the whole category and we're not an exception, then what are we doing here? Versus, or if I'm making up something that is not actually proven true about their product, I don't want to be caught saying that. Yeah. Yeah. Okay. So helpful to have kind of the filter test before you actually go viral with something. Now, on a similar note, you are choosing to use your personal profile on LinkedIn to launch these.
31:42It's not coming from the Sybil page, which is, as all company pages are, a faceless page. It's coming from Colin Majak. And there has been even debates about this at conferences and everything of that founder-led marketing and using the founder or someone else in the company to help articulate point of view on social media. So I guess talk a little bit about what that decision was like. Was that intentional or did it kind of just start with you being vocal and then it evolved into now you have conversations with your, I think you said your BDR before you actually post something so that it can get into your funnel and which becomes, you know, now a strategic channel.
32:28So I guess talk a little bit about that and like maybe some of the risks and limitations versus, you know, the positive outcomes for you personally. Yeah. So I didn't, I'll say out the gate, I did not set out for my LinkedIn to become a key channel for Sybil. I think it started from just even in terms of how started is that I really like creating content about product marketing in a very like build in public sort of way. Like this is what I'm working on and kind of have done that in varying degrees, depending on the org and how comfortable they are with me sharing. But this sort of started in that, like the, the gong wrapped post, for example, technically six different accounts in the civil carousel mine took off and i think i have some theories on why some of the talia heller actually did a write-up of the whole tactic and she had a hypothesis on why and i think i think she was probably right but i sort of it was sort of part of me like stumbling into oh like there's something about when i attach my face to this and i actually like in a very faced way to be the antithesis of like a civil page, like not faceless, but like, it's me, it's Colin.
33:45I think that draws people's attention in a unique way. And I'm at a spot where I recognize there's pros and cons to it. So like a potential risk here is I got a, I got a direct outreach DM yesterday where someone, they hit like the first thing they said was, Hey, Mr. Gong hater, H number eight, R Gong hater. and then literally someone else was like, oh yeah, I've seen a lot of your content. The whole quote, gong fight me thing is really working for you guys. These are two DMs in the last 48 hours. So the cons are like, am I becoming known as this person who's just picking a fight with gong? That's a potential risk that you take.
34:28The pros are though that I think in a lot of ways, product marketers are uniquely positioned to become the face of the product because they know the message better than anyone. and they know the product better than everyone. Or ideally, they know what matters and how to communicate that product better than anyone. And so I think it has naturally sort of worked where yes, people associate the gong things, but I'm also like constantly posting product updates about Sybil. Like if you look back, like most of it is just classic product marketing of like talking about the product and how it works and what our thinking was.
35:00That's what I've noticed. Yeah, totally. Yeah, there's these moments. With your content, right. Yeah, the moments that get more traction and heat. but I do think that this partially worked because a person was tied to. I don't think it has to be your product marketer. I think picking someone though goes a long way. So like a good example is a company Pylon. They're in the customer success space, actually kind of a similar tool, but in that category. And they very vocally, they're I think series B, series A, series B startup. They very vocally compete against Zendesk to the point where their CEO had the headline on LinkedIn where it said, building the Zendesk killer.
35:42And I think that worked for them. I think they are another kind of example of they came along, they picked their Goliath, they used the luxury that they had of being a smaller brand and were vocal. And then they attached a person to it. So the CEO ended up being the embodiment. For me, it just, I think, worked for my personality. and even I think product marketers tangent, I think product marketers are an interesting, they can be a user of Sybil. They're not like the person we sell to, but like every product marketer I know who has access is like, this thing is so sick. So anyway, it was a little bit of a, a little to quote our friend Bob Ross, it was a little bit of a happy accident, a happy little tree of an accident that I became this kind of face of the brand.
36:26I do think you have to have a face. It just, if you're going to make bold claims to your competitor, It's almost like there's a certain courage of not being a coward. Like someone has to own that. I completely agree. That's exactly what I was going to say. I'm glad you mentioned that. Like having the courage to be bold requires a person's name and face behind it. Yeah. And I think I'm okay with the risk because I stand by the approach I've taken. And there's a risk that someone would say, I would never hire Colin because he was way too aggressive with Gong. I probably wouldn't do this play in every company.
36:58Again, it has to be the right company. right company. You have to be in that kind of hierarchy where they're bigger than you and you're smaller. You have to have a precedent for switching. There's got to be real frustrations you can speak to. But for me, it's proven to be worth it. Got it. Okay. So taking us back to our playbook, we have step one to make sure that you are very clear on your differentiation. differentiation step two was to lean into the customer's frustration with their competitor step three was to build out that full funnel kind of narrative and um maybe not necessarily all every single tactic because as you um you know pointed out sometimes it's just opportunistic and you go with it and then what's kind of wrap us up here like i feel like maybe we kind of got into it a little bit with using you as the person leading it on the social side.
37:58But how do we wrap this all up? Yeah, I think the simplest way to put it would be to put a face on it. Someone has to own it. And if you're a product marketer and you're thinking about the distribution here, it does not have to be you. It can be. For me, it worked out for it to be. Depending on if you have someone, say you're selling to salespeople, if we had the right salesperson in our org who wanted to be kind of this persona public, it could have been them. Or if you sell the customer success, you could have your CSM be this person. And you can find sort of that person. But I think someone tying their face to the whole thing just helps.
38:36It gives a credibility to the whole thing. And people, now people, the kind of psychological element of this is people will see Gong stuff and they will remember their, they will feel a personal connection to me and they will feel like a sense of discontent or frustration at gong just because of yes and that's like you can't do that you can't tap into that if there's not a person because there people feel way more disproportionate loyalty to people than they do to a brand yes yes i'm so glad you called that out yeah there's so much psychological um you know, just facts like coming out of it's using a strategy like this.
39:17I'm sorry, I cut you off. You were going to. No, that's exactly it. It's just using, I think that psychology plays to place your benefit, you know, and again, didn't set out for it, kind of stumbled a lot of this by accident, but I would recommend it. It was a lot of learning as we go. Again, I've never ran anything this aggressive, so it was, I was learning it. And I'd had, didn't know a lot of people who had ran as aggressive of campaigns. There's a lot of learning. Oh, of course. And I feel like with anything that's bold and new, there's going to be learning. The other thing that I was thinking that, again, if you're coaching me through this and I'm trying to run this thing for the first time, I would want someone, whoever's faces behind making these big, bold, sharing these big, bold narratives, I would want their personality to match.
40:06because it couldn't, like if someone was, you know, just had a different temperament and just it wasn't kind of, you know, in their nature to, you know, make some really big, bold, I don't even want to say digs, but like, you know, to lean into some of those, to some of that friction that you might have, like with, you know, another brand. Some people feel uncomfortable being in that position. So I think like to, and you might've mentioned this already, or maybe you mentioned it on our prep call, but finding someone who has the personality fit to share the bold narrative, I think is a really important part of success when you're picking the person who's kind of running some of these.
40:51Totally. I think for me, it just sort of worked out that I like a little bit of conflict. And it's probably dopamine-seeking behavior of some sort, but I like it. I think the whole thing is exciting and fun. So it worked. There are other people who like the idea of this public conflict. Like for example, my wife could never, she's not a product marketer, but this is like, would not be her cup of tea. Um, and I think just being honest about that, if that's not you, then you're, you shouldn't be the person to do this, but there probably is someone, if your CEO honestly doesn't believe in the product enough to be this way, it's like, well, you might have bigger problems.
41:25Um, or if someone at the executive level doesn't believe in the products enough to kind of be that way, you have bigger problems, but someone, if it's not you, it can be someone who's comfortable with that, has a tolerance for that kind of conflict. Yes. Yes. So we need someone with really deep conviction, so deep that they, if they weren't originally comfortable with conflict, they will be. Yeah. And it's, it's so funny calling it conflict, like that. This is the most drama thing. It's like, let's be real. We are selling software to other people who are selling software to other people selling software.
41:58It's like, none of this is that serious. Completely agree. I'm so glad you said that. I don't know. I like to remind myself that if I stop selling Sybil, nobody dies. You know, like this is a... Yeah. I'd call it more like friction than conflict to me. You know, it's a little bit of like, oh, I don't want to offend you. Your product's not good. You know, like it's... Yeah. Which people in other streams do this all the time. It's just like B2B, we're not used to this level of, I don't know, it's like almost, there was like a, there was a really popular rule once upon a time of like, I still hear it.
42:33It's like, don't talk about your competitors. It just gives them attention. And I could not disagree with that take more, particularly in our position. I think, again, flip it. Gong should not give any of their public time to us. They shouldn't, because they have the upper hand. When you have the, when you do not have the upper hand, it would be a miss to not take that opportunity. Yeah. Yep. Totally great. Okay. Last question for you on this topic, Colin. What's one piece of advice that you would want PMMs to walk away with who are trying to go bold with a competitive strategy like this? My advice would probably be to push the boundaries.
43:15I mean, even as we were hinting at before, the boundaries are so tame, actually. When you think about what people are often doing in this space and the stuff that causes like stirs up gossip or controversy and controversy and b2b i would say one pushing that limit and i think second is to take the opportunity that you uniquely have like if you are in this spot you have a unique opportunity your competitor does not and i would highly recommend you you take it it's this is it's it's it's not just a uh it's not just being aggressive for aggressive sake it's a strategy play an advantage that you have that they do not have that I think is really valuable to take that opportunity.
43:57Absolutely. Yeah. Why wouldn't you want to run every opportunity you can to try to get ahead? You know, I would not, you know, obviously not in ways that are ethical and good, but maybe in three words, maybe in three words, the advice is just go for it. Go for it. I love that. Like actually go for it, like do the competitive campaign, do the idea, the unhinged idea that started in Slack, which is how some of these started. So good. Well, thank you so much. This was such a good case study. I'm really eager to hear how some of the listeners put it into practice. So if any listeners out there are executing on something similar, come back.
44:36Tell us how it went. Yes, please message me if you do. All right, okay. So now it's time for the next segment of the show. This is the messaging critique. So this is where we as product marketing experts get to analyze real-world messaging. And the fun part is, Colin, as the guest of my show, you get to pick the company or campaign that we are looking at today. Very quickly, I'm going to outline some ground rules. So first, we're going to pick a company where you understand the target audience really well. Wouldn't be fair for me to analyze messaging on a company that I know nothing about, and I don't know who their target audience is.
45:12So who am I to say whether or not their messaging is effective or not? And then we're going to talk about what's working really well, what's not working at all. and how you'd iterate on it. What advice do you have to the PMM out there to take it to the next level? So without further ado, yeah, please reveal the company that we're looking at today. So I've already talked about them on this call, but I am going to talk about Zendesk. So if you don't know Zendesk, Zendesk is in the customer support space. They have a platform where you can take in customer support tickets, resolve those tickets. And they ran a campaign, I think this was like two or three weeks ago, where this was their headline.
45:52Want to talk to a human? Call your mom. Self-improving AI agents are here. That was the, that was this whole. No. Yeah, we'll call it from henceforth the call your mom campaign. And so that's the campaign. And it was trying to support their AI agents launch. Um, I have my thoughts. What are yours? Okay, I'll start with the positive. I want to follow the rules of what I what I love might be strong. But the positive is the there's a very clear establishing of the alternative. Like they are saying there are there's human customer support. And there are agents like these are the two options. And they are making a case that these self improving AI agents are the better option.
46:47And I do think there's a lot of product marketing that doesn't even name the alternative. And I think even for them, the competition is the alternative in some strange ways. I would probably more the old way of doing it. That's the positive. They've established the alternative. That's actually a really good point. I didn't think about that the first time that I looked at this, and I think you're right. And okay, all right. I mean, it's easier to roast than it is to compliment. So I have my feelings on where we need to maybe make some changes. You're right. That's totally fair. I appreciate that line of thinking.
47:26Okay. So that's what's working well. What is not working well here? So I think there were a couple areas where this misfired. The first one is just customer sentiment. I think the risk they make here is trivializing or minimizing their customers. So their customer is CS people, the people that you would talk to if you had a problem with the product. And there's kind of this like trivializing and almost mocking of that person that I think is a miss, not intended, but I think is a miss. Yeah. I was going to say, I don't think it was intended, but I totally, yes. The second layer I think is an end user sentiment.
48:05I think most people actually still want to talk to humans. Like a lot of people like talking to humans when they have a problem. And so I don't think the right angle is mocking that desire. That is like, that's what the market wants, whether you like it, Zendesk, like that's what a lot of people actually still do prefer. And so mocking, it's probably not the answer. And then I think the third one is probably the, but maybe the one of the bigger issues is just like the sensitivity and, and timing of this is that this campaign launched like two or three weeks before mother's day. And I think even like some of the best brands like Kroger did this recently where like Kroger sent an email where that was a couple of weeks ago that said, Hey, would you like to opt out of mother's day communications?
48:53And they basically said, mother's day is hard for some of us. Do you want to opt out? And I think the same problem would have existed if they said, call your dad. But I do think people have complicated relationships with their parents. People have complicated relationships to Mother's Day. And they stacked those two and managed to hit both of them at the same time, which to me feels just like miss, miss, miss across the board. Yeah, I totally agree. And just to, I think the part that probably, and I might be speaking to this from my own sensitivity. My mom passed away not too long ago. So I can't, thank you.
49:35Yeah, I can't call my mom. And which takes me completely away from whatever message they were trying to communicate. and that's um if i'm look i found that um after we you know we're chatting about this earlier i found the one of the and also if it's still around i'll put it in the in the um in the show notes but i found it looks like maybe zendex has removed the post but someone screenshotted it yeah so but i couldn't find the original post yeah but i have so i've got the screenshot so it'll be in the show notes but um that's exactly what other people had commented on that like you know as you pointed out some people have complicated you know associations with mother's day and it's just really yeah it's just it almost it feels like either someone was um you know who was ever putting this campaign together they were trying to go really bold with the naming the alternative as as you were pointing out, but maybe didn't have some of those filters that you talked about in your own playbook of going bold.
50:45So what advice or how, if you were kind of coaching the PMMs here, how would you help them? How would you help redirect, I guess, kind of the good intentions they had? I think if I were trying to do the same launch and I wanted to keep the alternative, I think I would try to keep that clear alternative, but I would totally change the tone and message and do some like playful self-deprecation. So probably the way I would do it is something like, hey, this is Susan. Everyone, she runs your customer success team. Everyone loves Susan. But Susan can't be everywhere at once. So when there isn't Susan, there are self-improving AI agents to handle all of your customers' needs.
51:27That's the angle that I would take. Like I would actually flip it and say, like, lean into the fact that people like talking to humans and you just name the obvious limitation that's there. You've not attached. I would leave the mothers out of this. That's a good rule of thumb in general of marketing. Unless you, yeah, is don't, don't, don't bring people's moms into it. And I think I would, I would change the whole tone where it's still like, it could be charming and still name that alternative and even elevate your customers. because they're like, oh yeah, I see myself in Susan. For us, our Susan is Sarah.
52:02Our customers freaking love Sarah.
52:06I think Zendesk could come along and say, we're not trying to change that. Totally. Susan's one person. When Susan's not available, you have these AI agents who can handle it. You know what I really love about that idea? And I hope Zendesk hears this episode and takes this idea and then pays us for it. Cheers. Right? Yeah. I need a little extra side stuff. So what they should do to just iterate on your idea even further is to pick real customers that they have who are really incredible at their jobs and then do full-on profiles about them featuring why they're so good at their job. You could have feedback or quotes from some of their peers.
52:51You know what I mean? So it's just like a love shower on that person. Yeah, you can feature 10 different customer success people. It's zendesk.com slash Henry. Zendesk.com slash Susan. And you have pages for all of them. Yes, yes. And it could even be like, we're not kidding. Susan really is a bad A. And you could get, I mean, of course, approved from the customer and the customer's company. But you could show how, oh yeah, she's gotten 10 promotions in the last 10 years of her career. She's gotten this, this, and that, and this award, and this achievement, and the proof behind why she's so amazing.
53:31That way, now you have something that your customers want to share. So it'll help your campaign about your self-improving AI agents. I mean, I don't know if it'd go viral, but it would certainly be something that would leave your customers feeling, as you said, a stronger attachment to. and if we use more of your playbook from earlier you talked about putting a face behind some of these bold claims that you're making and then people then build up these loyalties to the person it's obviously a little bit different because we're not using one person we're using lots of people that's a bit more personalized but then their audiences are going to be more loyal to that person oh 100 % well I can picture the comment section too when they launch it and everyone from that company is like, oh, Susan, we love her.
54:18Yes, exactly. I'm not surprised at all. She's amazing. Yeah, 100%. All right, Zendesk, your move. Yeah, I know. Yeah, exactly. My Venmo is like... Just kidding. Just kidding. Okay, seriously though, Zendesk, we have some really good ideas for you, so please let us know what you think. yeah I would love it if Zendesk came in sorry for the harsh words earlier if you hear this I know you guys had your own backlash I think from the comment section I think it was well intended I don't think the intention was to be you know I mean again to like the what was good about it is the copy was clear it was like self-improving AI agents is understandable enough at least in my opinion and then like they had very like colloquial copy.
55:12They were trying to be bold. I get all that. Totally. Yeah. It's okay. There's opportunity to correct and we just gave you a really golden idea. So I hope you go with it and pay us for it. All right. So Colin, one thing that I like to make space for on this podcast is a moment of gratitude because as product marketers, we never get to where we are in our careers alone. We're always learning and growing and building off of one another. And frankly, we're all better for it. So before we wrap up, I just want to say genuine thank you for coming on the show and sharing your insights and all the effort and work that you put into prepping for this episode.
55:49I really appreciate it. Yeah, thanks for having me. Yeah, thank you. This was fun. Yeah, and in turn, I would love to hear some shout outs from your perspective. Some amazing PMMs who have shaped the awesome PMM that you are today. So let's hear it. Who are the shout outs going to? Okay. A couple stand out. One is the godfather of PMM, Jason Oakley. Jason has, from my most baby days as a PMM, just been very consistently supportive and available and extended resources over and over again. So Jason, you're the man. Thank you. He actually helped me get this job at Civil even. So someone reached out to him saying, hey, we're looking for a PMM.
56:36So good. And Jason referred me. So I literally would not be here if it were not for Jason. Oh, so good. And then another one stands out is Julian Sauvage. I see him out cordial now, but came out through product marketing. Again, someone who's just been very available, just like been someone I could call and ask questions about my career and process stuff with and just is a really good dude. And then Tamara Griminski is in that lineup too. Shout out to Tamara. And then my friend Eric Holland, who I text, Eric Holland of We're Not Marketers fame. I text, he and I text like almost daily. So we've just become like real supports.
57:16Like he's given me a lot of courage to be very bold. I bounced the whole April Fool's Day idea. I bounced off of Eric. So shout out to Eric too. Oh, I love that. You've got a team of like mentors and peers who are, who have not only shaped who you are, but are continue to shape who you are and where you're going as a PMM. So, so grateful for that. They are good people too, by the way. All of them, by the way, have gotten shout outs on the show before. Have they? I'm not original. No, no. But like, if that doesn't tell you how awesome they are. I love it. Yeah. All right. Seriously though. Thank you, Colin, so much.
57:55This was such a great conversation. Thanks, Al. Appreciate it. Yeah. And hey, PMM listeners, if you liked this episode, please share it with a PMM friend and I'd be so grateful if you would leave a review. It helps tremendously with our reach. Thank you so much for coming on this adventure with us today. I hope this episode leaves you with inspiration to take in the next step of your own journey.
From the publisher
If you are a startup PMM staring down a category leader, this episode is for you. We use the David and Goliath story as the setup, not to be dramatic, but because it is real. You are not going to outspend the incumbent, and you probably cannot out muscle them on brand. So the question becomes, where is the opening that actually matters?
Collin Mayjack joins me to break down how Sybill went head to head with Gong and turned it into real pipeline. Collin leads product marketing at Sybill, previously worked on growth and adoption at GoFundMe, and brings a rare trust building lens from his background before product marketing. He shares how to compete without trying to become the market leader.
We walk through Collin’s competitive playbook, including how to get painfully clear on differentiation, how to pull real customer frustrations from the places people are already venting, and how to build a full funnel system that backs bold claims with proof. We also talk about why putting a real person at the center of the narrative can make competitive messaging land harder and feel more credible.
Finally, we dig into the guardrails. How to go bold without being reckless. Plus, a messaging critique of Zendesk’s “Call Your Mom” campaign and why empathy matters when you are trying to create contrast in the AI era.
Key Takeaways
- Do not try to outspend the category leader. Find the opening that matters and go all in.
- Competitive positioning only works when it is specific, defensible, and rooted in real product differences.
- Customer frustration is a goldmine, but only if you use the language customers already use.
- Bold top of funnel content needs bottom of funnel proof, or it will not convert.
- A human face can make competitive messaging feel more credible and harder to ignore.
- Guardrails matter. Be bold, but stay truthful, fair, and empathetic.
LINKS
Messaging Critique (Zendesk): https://www.zendesk.com/
Connect with Collin:
LinkedIn: https://www.linkedin.com/in/collinmayjack/
Connect with Elle:
