213 - From Amazon PM to $1M Newsletter Business in 9 Months with Nic Conley

4 Aug 2025 · 40 min · 16 chapters

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In short

Nic Conley explains how he went from Amazon product manager (high-six-figures, ~3 years) to building a newsletter business that hit $1M+ in ad sponsorships within nine months, plus multiple revenue streams (newsletter, YouTube, podcast). He covers newsletter monetization mechanics (audience growth, CPM math, subscriptions, affiliates), what makes newsletter ads perform (lead magnets/resources, trust), how to find winning newsletter ad creatives (reverse-engineer long-running Facebook ads), and why he advises against local newsletters as a “low-leverage” path (narrative violation; low-ticket advertisers, harder sales).

Guests

Nic Conley (host/guest). Background: ex-Amazon PM; started writing on Substack ~4–5 years ago; co-founded a Substack referral tool (sold for ~$6k, not successful). Runs “The Follow-Up” (B2B sales) with 22,000+ subscribers; joined HubSpot newsletter network; open rate ~55%.

Key claims + examples

“Copy what’s working” via newsletter ads.co/Facebook Ad Library; lead magnets can outperform plain landing pages 2–5x; trust drives purchases; local newsletters are hobby/low leverage; organic first, then Facebook ads (he shut off FB ads recently; local CPA ~22 cents). Example ad creative: 16-second skyline B2B pitch deck template (free download) used by a newsletter running since March 2024. AI tangent: uses HeyGen to create an avatar (with 11labs/fish audio voices) and clips to screen-share for short-form content.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

Tap a time to open that second in VO

From Amazon to Entrepreneurship

0:39 to 2:44

Nic shares his journey from a stable job at Amazon to launching a successful newsletter.

“look at and say, man, I want to be that guy.”

The Appeal of Newsletters

2:44 to 4:52

Understand why newsletters are thriving and the advantages they offer over traditional platforms.

“The thing that comes to mind is I started getting into newsletters actually when I was at Amazon.”

How to Monetize Newsletters

4:52 to 7:17

Nic explains the economics of newsletters and various monetization strategies.

“Now, you, what you're saying is you saw this opportunity in the newsletter space to help other newsletter operators grow through a referral program.”

Building Trust through Lead Magnets

9:43 to 14:00

Explore the importance of trust in sales and how lead magnets can foster it.

“this and you're like, dude, newsletters are freaking cool.”

Building Trust Through Value

14:00 to 14:58

Learn how to establish trust with your audience using lead magnets.

“It's, Hey, here's a, here's a template for valuing any business.”

Maximizing Newsletter Ads

14:59 to 18:12

Strategies for running effective ads in newsletters and optimizing returns.

“Sorry, I'm thinking of it from the advertiser's perspective now and, you know, business owners who are trying to figure out how to grow their business and they're doing pay-per-click and they're doing SEO.”

Using Facebook Ads for Growth

18:13 to 20:53

How to leverage Facebook ads to grow your newsletter subscriber base.

“still crushing and use something similar to that.”

Local Newsletters vs. B2B Opportunities

20:54 to 23:01

Understanding the challenges and potential of local newsletters vs. B2B newsletters.

“into newsletters again, what would you do?”

Finding Your Niche in Newsletters

23:02 to 26:39

Tips on identifying your niche and exploring potential newsletter topics.

“It's not that you would stay away from local newsletters.”

The Path to Starting a Newsletter

26:40 to 28:01

A step-by-step guide to launching a successful newsletter.

“The best way to make money is to do something that you already know how to do.”
Show all 16 chapters

Starting a Newsletter with Value

28:01 to 28:52

Learn how to start a newsletter by providing real value and networking.

“So absolutely, I think you could start there.”

The Risks of Advertiser Dependency

28:54 to 30:25

Understand the risks of relying solely on advertisers for revenue.

“So if they stop spending, basically like all of your revenue is dried up.”

Building a Sustainable Newsletter Model

30:26 to 32:35

Strategies for creating a newsletter that generates reliable income.

“But like if you want like the weekly or daily one, you're gonna have to actually pay to receive it.”

Organic Growth vs. Paid Advertising

32:36 to 33:58

Explore the benefits of organic growth before investing in paid ads.

“I would just get their numbers from Apollo and use Smartly to send them emails and say like, hey, thought you might find this newsletter interesting.”

Leveraging AI for Content Creation

33:59 to 35:28

Discover how AI tools can streamline your content creation process.

“Like where's the best platform for organic newsletter subscriber growth?”

Maximizing Video Content with AI

35:29 to 38:03

Learn how to effectively use video and AI to boost engagement.

“So you feed it like a two minute video of you talking directly to the camera.”
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Transcript

Automatic transcript. May contain errors.

0:00Dude, this is so crazy to me. This is like a freaking cheat code. You don't have to make anything up. You can literally just go and see what the best are doing and copy it. It's nuts. If I like actually wanted to start a newsletter and make money as fast as possible, I would start content market fit, right? If nobody at all would subscribe to this organically, you probably don't want to bury money into it. Local newsletters are a fun hobby business. I think they're probably one of the lowest leveraged newsletters you can start. And let me tell you why. So I would 100 % stay away from local newsletters.

0:34Narrative violation.

0:38All right, Nick Connolly, I'm stoked to have you because you are the avatar that people look at and say, man, I want to be that guy. You were working at Amazon as a product manager, probably making really good money. I'm just going to say a couple hundred thousand dollars a year. you leave Amazon and within nine months you sell a million dollars worth of ad sponsorships. You've got multiple revenue streams. The journey has just been sort of crazy. You've got a newsletter with over 22 ,000 subscribers. You've got YouTube channel with over 10 ,000 subscribers. So you're, you're making money a bunch of different ways.

1:10What were you doing before you jumped in full-time entrepreneurship? You're working at Amazon, right? Yeah. So I would say like, you know, I've always been into entrepreneurship stuff growing up. I was guy that, you know, I grew up in Massachusetts outside of Boston. So I was knocking on all my neighbor's doors and, you know, I'd come back after a snow day with like$300 in cash in my pocket, then graduated like flipping Jordans, right? I was the, you know, 16 years old in high school. We'd camp out all night outside Foot Locker and, and buy up as many pairs of Jordans as we could and then flip those on eBay.

1:40So like I always had sort of that background. After school, I just got into, into sales, a few different more like startup companies. So I feel like I cut my teeth there and then went to Amazon where, you know, very much the opposite. I was still on a small team, but you're at a small team at, you know, a company with a million employees and very different scene. Yeah. How long were you there? I was there for, I think, just about three years. Oh, that's a good amount of time. Yeah. Yeah, yeah, totally. How much were you making at Amazon in your last year? It was high six figures. Well, high one six figures.

2:17How do I say that? correctly? Yeah. Like 200 grants? Yeah, just under like close to 200. Yeah, yeah, I would say that. Okay. You're obviously a hustler. I think there's different types of entrepreneurs. Hustlers are one type that I've identified, which is like, you're always just scheming, right? Like, can I buy something for five bucks and sell it for six? And oh, man, how do I how do I make a little more money? When you were at Amazon? Did you have side hustles? Were you like constantly launching different things to see what was going to work? Oh, yeah. Yeah. A hundred percent. The thing that comes to mind is I started getting into newsletters actually when I was at Amazon.

2:53I think, you know, just listening to, you know, Sean Puri and Sam Parr talk about The Hustle and other newsletters, that originally got me interested in newsletters. I started writing on Substack probably like four or five years ago. Yeah, like around the time I was in Amazon. And I had read this article from Tyler Dank at the time about how Morning Brew grew like 30 % of their subscribers through referral programs. Now there's an issue is because Substack, one, they had no API access, so you couldn't build external tools to use a referral program and they didn't have one themselves. So I was like, oh, I should build a referral tool for Substack and everyone would want to use it.

3:33So I met my co-founder engineer on Reddit. He was an engineer at Google at the time and uh we built it and it was not successful we sold it for like six grand but you know it uh it got my my toes dipped in the water and also technically my first acquisition right yeah that so for people who are listening you probably know what newsletters are but i'm just gonna like high level overview anybody who is who has a business or who has an audience they're dependent on these platforms to reach customers or potential end users. And so if you've got a lot of followers on YouTube or you've got a lot of customers, you're reliant on the algorithm that those platforms generate in order to reach people.

4:21So one change in the algorithm and all of a sudden you're not able to reach them. The reason that newsletters are so popular is because it removes that friction. If I have someone's email, I can go to them directly. And I don't need to rely on Google to decide whether or not my post was good enough. So these have become more and more popular for people who are trying to go directly to end users. Newsletters are growing like crazy. Tyler Dank started a company called Beehive. I think they just reached$30 million ARR. I think that's like where they are. Probably a nine figure valuation. And it's only becoming more and more popular because ad dollars are shifting from traditional legacy media to these niche media plays where they can actually put dollars to work and get the return out that they want.

5:03Now, you, what you're saying is you saw this opportunity in the newsletter space to help other newsletter operators grow through a referral program. So you built this tool. Obviously, the tool flopped. But out of that, the thesis of newsletters stuck for you. You're like, no, I need to stay in the newsletter game. Yeah, I was just like, you know, something about newsletters I was like addicted to. I was like, oh, this is like the most straightforward path I've ever seen in like a business, right? And now getting into it, it's not straightforward. But the three steps to making money with a newsletter is essentially just you grow an audience.

5:37So you have an email list that advertisers are interested in reaching. You send them good content so they open that email. And then you sell ad space to advertisers that want to reach that list. Right? So it's like, oh, I can understand that. Anybody can understand that. I can explain that to my mom, right? It's pretty simple. Executing that, I would say, is a different story. but like the concept in itself is very simple. High level, I would say there's like four different types of newsletters. There are geographic newsletters. So it's like local newsletters become super popular right now. In many ways, think of it as like what the old newspaper was.

6:15So like the want ads or the classifieds or what people would advertise, it's kind of replacing the newsletters. There's local newsletters, super hot. There were, I would say, demographic-based newsletters. So it's like newsletters for men or newsletters for women or dads in their 30s or whatever else, like hobby, demographic, specific newsletters. And then there are brand related newsletters, like personal brand, people who have audiences, maybe that people are following them for specific reasons. And then there's, in my opinion, business newsletters where it's like, oh, I'm a business, I should keep my customers warm.

6:44And so I'll create a newsletter. Those are the four broad categories that I think of newsletters. Did I miss anything? No, I think that's pretty solid. Yeah, I think you could take those and put them in in different categories if you wanted to, but like overall, you could definitely classify pretty much every newsletter into those four. Local newsletters have been super hot. Everyone's like, Oh, I could start an local newsletter and make a ton of money. And I've had a couple of guys who'd come on here and that have started local newsletters and they're doing great. Talk about the economics of newsletters really quickly before we get into, I guess, the specifics.

7:14What, why do people like them? Like, how do you make money? Yeah, totally. So the, the way that most newsletters basically grow an audience or or build their asset, right? So you could look at a newsletter in that like, the whole entire asset of the business is that list of people that are looking for your content or that you can send advertisements to essentially, right? So the way that a lot of people, most large newsletters will grow their email lists is through paid acquisition, right? So this is setting up Facebook ads, paying$1 to$3 for someone to click on that and then subscribe to your newsletter.

7:50And then you have that audience that's expecting that newsletter from you, then you can go to advertisers and based on a CPM rate, right? So CPMs are anywhere from, you know, call it$10 all the way up to, you know, I've seen hundreds of dollars per CPM, which is essentially the cost per mil or cost per thousand. And this is done on opens, right? So let's say you have 20 ,000 people on your list, you have a 50 % open rate. So really, you only have 10 ,000 readers each time, right? So you're not selling that CPM based on 20 ,000, you're selling it based on 10. So you just take that 10 ,000. So that would just be 10 times the CPM rate, call it 10 times$10 CPM, you get$100 to sell that ad, right?

8:33B2B is going to be much higher than that. I've seen like 100 to 500 CPM, your consumer or maybe local, we can talk about local later, but your consumer is probably going be closer to like that$20 range. So that's how most newsletters make money. You also have like paid subscriptions, right? So if it's really high quality content, people want to subscribe for, call it$5 to$50 a month to read that content. That's another way of doing it. Or you build a business on the back of it, right? So let's say you run an agency for marketing, you get marketers to sign up and you sell them a service on the backend or whatever product you sell to them.

9:11so video is cool but i have what scientists call a face for radio and so it's even cooler is long-form audio via my podcast and my newsletter nickonomicspod.com go there for free subscribe to my newsletter it's one email per week super tactical and then go to my audio podcast i do three to five episodes a week depending on how curious i am and it's stuff like this it's all free no sleazy sales pitches nickonomicspod.com yeah the only other thing i'd say is affiliate or you have an affiliate agreement where somebody sells through you and for everyone that they click and buy, you get a certain percentage for.

9:42Okay. So you looked at this and you're like, dude, newsletters are freaking cool. I'm going to start a newsletter. What did you start? The very first one I actually started was a personal newsletter. It was called three ideas on Sunday. I essentially just sent out business ideas that I had. I don't really talk about that one ever, but that was the actual original one. I started writing on Substack. The first one that I started as like a legitimate business is called the follow-up. I still write it to this day. It actually went out a couple hours ago for today's email. And the follow-up is all about B2B sales.

10:13So we looked at like the hustle, the morning brews. There's tons of newsletters about marketing or finance or general business. There just wasn't a ton on B2B sales, which was my background. So I started that as a twice weekly newsletter every Tuesday and Thursday. And I've been operating that for about the last two and a half years. We just crossed over about 22 ,000 subscribers. And - Jeez, that's awesome. Recently this year, it joined the HubSpot newsletter network. So essentially, they're our biggest advertising partner. What are your CPMs on a newsletter like that? So 22 ,000 subs. What's your open rate CPMs?

10:50I'm curious. Open rate's right around 55%. Click rate depends a lot on the advertiser. Yeah, we can talk about ads as well because I've seen behind the scenes of a lot of them and what works well for advertising and newsletters and what doesn't. Talk about that. Okay. So what works well and what doesn't? A lot of companies when they buy newsletter ads, they're just like, awesome. We're just going to write some cool copies, send them to our landing page and they can book a demo from there. That's never going to get as good of a click-through rate as a resource. So it all comes back to the offer.

11:22So when someone offers a lead magnet, and if you want examples of this, find any HubSpot ad in a newsletter. It's never going to be, hey, do you want to check out our hubspot crm it has like all this intelligence it's always going to be do you want to download these top 100 jatcha vt prompts or these top 50 cold email templates they then get the the email from there and they can remarket to them later that's always going to like i'd go as far to say like two to five x the performance as just like a general sort of what you consider so that's interesting so from the because from the ad buyer's perspective hubspot in this example or me let's say I wanted to grow my podcast and I'm going to go find someone who has a similar audience to me and oh I'm going to go to their newsletter you would think oh it's going to 22 ,000 people open rates 50 plus percent click-through rate's going to be x cool as long as I have something that's like quippy or eye grabbing they're going to click through and they're going to subscribe because there's overlap there but really it's about the lead magnet it's like why does the offer matter so much more than just the copy it's just it's always about the offer right whether you're sending a cold email or anything like that.

12:30This is why like, you know, when cold emailers originally found out like there, you probably still get cold emails like this, like, hey, can I send you a two minute video that I made of you or made for you custom like that works way better than like, hey, are you available for like a 15 minute call, right? It always comes back to the offer. So I said lead magnets and resource downloads, but it could also be like, you know, the follow up readers get, you know, 500 free credits. If you sign up through this link, the audience just wants to feel like, you know, there's an offer there. There's a reason that I should click on this.

13:00They're not just trying to sell me something. I kind of have this theory that I've been working on for a while where I think that everything's built on trust. Anybody who's listened to that is like, really? Everything's built on trust. But hear me, hear me out, hear me out. Any purchasing decision, any switch, listening to this podcast, right? If you want somebody to do something, they have to trust you. They have to say like, oh, I'm going to listen to Nick because he knows how to grow a newsletter as evidenced by X, Y, and Z. Or I'm going to listen to me, Nick, because he's bought and sold businesses as evidenced by X, Y, and Z.

13:34So in my mind, you need that level of trust before somebody will make a purchasing decision. That's why there are these metrics where it's like you have to have seven touches with somebody before you close a sale because they need to get to know you and get a feel for you and trust you before they spend their dollars. And I wonder if the lead magnets, and again, I'm sorry, people who are listening are like, uh, duh, no doy. But it's like the lead magnets are kind of a cheat code to building trust. Because if I create a lead magnet, that's really valuable. It's, Hey, here's a, here's a template for valuing any business.

14:05And I gave it for free. Immediately someone takes that, they use it and they're like, Oh, this works. Nick must know what he's talking about. I'm going to go click through, right? Or if you create a lead magnet of like, here are the top 10 newsletters that you should do in your industry. And like, I click that I'm read through and I'm like, Oh, Nick Connolly knows what he's talking about when it comes to newsletters. Trust is automatically built. Therefore, there's a higher likelihood of a purchasing decision being made in your favor. And again, does the first time I've like really vocalized it like that, but I, does that make sense?

14:34I think it's spot on. Like, I think the, like the perfect example of this is like Alex Hormozy probably arguably has like the most trust of any business influencer on the internet right now. So whenever he tries to go sell something like his book, it's just like a blowout event and like everyone's buying it, right? Because like he's built up so much trust with his audience that just like, you know, when you see his videos, you automatically know like this guy's going to give me a ton of value and not ask for anything in return right now. Sorry, I'm thinking of it from the advertiser's perspective now and, you know, business owners who are trying to figure out how to grow their business and they're doing pay-per-click and they're doing SEO.

15:09That one shift in your mindset, hey, what's a lead magnet that you could provide for people i would test that i think it might translate to more sales if you're doing pay-per-click on on facebook and it's like here's my offer versus here's my offer with a lead magnet the lead magnet offer has to outperform that i would assume so anyways i just think that's a really interesting perspective to think from for you and in your newsletter so as you bring on sponsors do you tell them that are you like hey it's actually gonna work a lot better if you have a lead magnet. Yep, absolutely. Basically, I'll be like, hey, look, you can run whatever you want, right?

15:46You're buying the ad placement, as long as like, I've, you know, pre qualified them. And I'm like, hey, I like their brand, I'm fine with them running in the newsletter. It's like, hey, look, you can run whatever you want. Sometimes they have like a big launch coming up. And they're like, yeah, we need to use this ad placement, right? Because it all comes back to like, there's someone on the marketing team buying that because they have a specific goal that they're like, you know, gold out that they have to go back to the CEO and say, this is why we're making this purchase. But it's like, hey, look, if you just want to like deliver the most clicks and most leads possible, like this is what you should do.

16:16Now, if you don't want to do that, if you just want to drive traffic and show that you got traffic to a landing page about your new launch, that's totally fine as well. But like, if this is the metric, here's what you should do. How are you growing your newsletter? So right now, I actually just shut off Facebook ads like yesterday. So I've used Facebook ads traditionally to grow a lot of it so i'm getting anywhere from like a dollar fifty to two dollars per per subscriber and when you do that a dollar fifty to two dollars per subscriber are you including a lead magnet or no no no that's uh that's just like a an iphone notes app or like an app screenshot right if you go to actually newsletter ads.co it's a website that i built it's just like a i think i built it on card it's just like links to to the facebook ads library but if you want to see like all of the ads that a big newsletter is running right now to grab subscribers and basically just want inspiration just go there click on any newsletter that you look up to or maybe is in your niche and then scroll to the bottom to find the ad they've been running for the longest and that's how you're going to find out like what's really working right if they've been running for six months i've got it up yeah i've got it up so we've got the hustle on here we've got CRV daily so he'll bloom Tim Ferriss let's go Cody Sanchez I want to see what Cody Sanchez is doing so I click on Cody Sanchez and I'm oh these are all the Facebook ads that she has been running in order to get subscribers to her newsletter yep and these how did you yeah yeah I mean I essentially just uh opened up card put a landing page and then it's just links to to um you know the Facebook ads library so you could search any other newsletter So you can see like in the search tab right there, it says Cody Sanchez, any newsletter you want to look at, like you go to TLDR, Morning Brew, you know, you can find any newsletter you want.

18:06That's what you should use as inspiration, right? So it's like, you don't have to reinvent the wheel, nor should you. You should just see what's working. Go back as far as you can find out the ad they've been running for a year because it's still crushing and use something similar to that. Broadly speaking, I can come here and I can just look at what ads are working for them. This is freaking awesome. Yeah. Yeah. I mean, it's like the best place to start, right? It's like, don't take a guess. Just no. And like, when you first get started, you don't have to worry about like making a video like that.

18:37I would just get started with like just image ads. That's basically what's worked for me. Like sometimes the videos take a long time to produce. And like if it flops, it feels like a waste of time. So like, you know, just get started running. these a lot of newsletters use these so it's basically just like take a b-roll video of like a skyline and then put text over it right so it shows up this is hauck's this is hauck's newsletter i don't know i don't know who they are they're called founding journey yep so it's all about like startups and raising money and things like that and this is one ad that they've been running since March 8th, 2024.

19:14So a year and a half-ish. And if I... At my last startup, we raised$15 million, including a series edit from A16Z. I created a free pitch deck template crafted to help founders clearly present their startup values to investors. Click below to download for free. That was my voiceover. But it's against the New York skyline. It looks great. That's interesting. Yeah, so for something like that, if I'm starting a newsletter, that's a very low lift. I don't think that is not high quality. It's literally like 16 seconds. Hey, I don't know if you remember this, but when we started this podcast, we entered into a social contract.

19:53I would spend time, energy, and money producing this podcast, interviewing these individuals and giving you insights into how to build, buy, start, grow your business. And you would like subscribe and leave me five-star review. Now, out of that, we both get to talk to really cool people and hear really cool insights. We both get a ton of value, but I just want to help you keep your word. So would you do me a favor? Will you go leave a five-star review for me on Apple or Spotify? It would really help. And if you want, even share this with a friend. Yeah. And you can also reverse engineer that to say, okay, he's been running that for a year, it's working really well.

20:29And he's using a lead magnet there, right? So he's not saying sign up to my newsletter. He's saying, I created this free template, download it here. And when you download is subscribe you to the to the newsletter automatically so yeah this is so crazy to me this is like a freaking cheat code you can go and see not only what ads they're running but by virtue of the fact their ads been running for a long time you're like oh that's the best one i'm gonna go reverse engineer it you don't like you don't have to make anything up you can literally just go and see what the best are doing and copy it it's nuts 100 yep oh my gosh okay if you were into newsletters again, what would you do?

21:04You go to 26-year-old, 27-year-old Nick Conley. He's like, I want to get into newsletters. I want to do a local newsletter because I know I'm going to make a lot of money in local. I've heard all that on the podcast. What would you say to local Nick? Or not local Nick. What would you say to 26, 27-year-old Nick? So I would 100 % stay away from local newsletters. I say that as someone that owns a newsletter. just scratched yeah narrative violation i just lost all my friends on twitter yep

21:37i think local newsletters are a fun hobby business i don't think i think they're probably one of the lowest leveraged newsletters you can start and let me tell you why when you try to go sell an ad to like the local real estate shop or to the local pizza shop or landscaping company like that is playing business on hard mode when you send like a$15 ,000 invoice like a b2b company and like it's just a line item for them that like a rounding error that is a much easier sale to to actually like make real money on now the local newsletters are much more approachable right because it's like oh I can I can run Facebook ads to people just in my town it's actually really cheap to acquire subscribers.

22:18I think our average subscriber CPA is like 22 cents for the local newsletter, which is awesome. We built a list like 10 ,000 right away. But having conversations with these local businesses where it's like, hey, it's going to cost you 500 bucks a month or like$500 a month. Are you kidding me? That's like our entire marketing budget. It's like, those are the worst type of customers, in my opinion, to work with. So if I was restarting, I would stay away from local newsletters. Now, if that's like a hobby project you want to work on or like experiment with, I think that's totally fine. But if you expect that you're going to make like a million dollars or have like a million dollar exit for from a local newsletter, like, I think you should probably look somewhere else.

23:02So I'm gonna say it a different way. It's not that you would stay away from local newsletters. It's that you would stay away from low ticket advertisers. For the most part, local newsletters are going to be lower ticket. b2b sales are going to be higher tickets so is that probably a fairer characterization i think it's low leverage like and i think the way to look at this is like there's one newsletter one local newsletter that i know of owned by like 6 a.m city and i think they do just crack seven figures a year and that's the like largest local newsletter that i know of to me like if that is the pinnacle of what you can get to that doesn't seem like a very high leverage business now like I could go on and build a list of like 10 B2B newsletters that are making over seven figures on like crazy margins right now.

23:50And arguably they probably work less hard, right? Like that's what I mean. But you know now how much they make, right? But if you're just starting out and you're like, I want to pick a newsletter, how would I even find out what I could make, right? Like there's a saying in tech where it's like, what's my TAM? What's my total adjustable market? How big could my business be? How would you even go about identifying that? Obviously, you've gotten to B2B, but how do you find out the CPMs that are average in those industries? How do you find out what an advertiser is going to pay? Where do you go? Yeah, I think you could look at other media channels and who's already advertising.

24:27The issue with local is a lot of those people, local businesses, maybe they've advertised on a billboard or bought Google ads before. They've never done it in a newsletter. right? So like, look where companies are already spending money in newsletters. That's the easiest sponsor you're ever gonna you're ever gonna sell is when you reach out to him and say, Hey, I noticed that you're you're, you know, running ads in this newsletter, we have a similar audience. I agree. How do I do that, though? Like, I like I don't, how would I find out a company's running ads or not? You got to look in those newsletters.

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24:56No, you gotta you got to go out, subscribe to every newsletter you can find in your niche, right? If you're interested in a niche, that's what you're looking for. So the real first thing, though, is like you want to look at a niche that you're actually interested in, right? Like I can't go write a newsletter about finance because I'm not into finance. I have no background in finance. Start with your background. What niche are you in? What are you most interested in? What do you want to go learn more about and actually be able to write about every single week? So that's where you start. You go subscribe to every newsletter in that niche.

25:24You find out what they're talking about. You find out who the big dogs are in that category, who are like just coming up and who you can like befriend and become friends with and learn from and figure out like who's advertising in those newsletters, right? Who's showing up every single week, who's spending a ton of money in there. And the way that you know, if like newsletters are, are working is like, if you see that advertiser show up in that newsletter a lot, right? If they show up one time and they never show up ever again, probably didn't get an ROI or it was just like a half buy, right? If you see like an advertiser showing up in one newsletter over and over and over and over, there's a reason behind that, right?

26:00Because it's, it's performing well. That's where I would start. But even like, let's rewind a little bit. And before I'd even do that, I would try to do some freelancing or find a way to work with someone that's already has like a successful newsletter, right? Like you're just going to shortcut all those learnings, figure out like what they're doing that's successful. And like, that's the actual first way to make money in newsletters is to provide a service to. To me, it sounds like what you're saying is if you want to get into newsletters first, what are you interested in? Where is your skill set?

26:36It's like starting a business, right? It's like, okay, well, I want to start a business. What should I do? The best way to make money is to do something that you already know how to do. Don't, you know, if you're an engineer, don't all of a sudden try and start a fitness brand. Necessarily, maybe there's exceptions, whatever. But go and subscribe to all those newsletters. And like you said, identify who are the up and comers in the space that are writing content, who are the brands in the space that continue to spend, and then befriend those people who are up and comers and probably offer your services in some way.

27:06Hey, dude, I've been working as a tech salesperson for Google for the last three years. I'd love to just write once a month an op-ed on my best sales practices. Is that cool with you? And you're going to say yes because you always need content. And they're going to get experience of just understanding how to write for a newsletter, how it works on the back end. They're going to build a relationship with you. And then over time, you know, you get to the point where you can kind of spin off and start your own newsletter, but get in the game effectively by consulting or doing some work for newsletters that are already existing.

27:37Is that what you're saying? Yes, yes, absolutely. And by the way, the hardest thing to hire for in newsletters, in my opinion, is a good writer. So like every newsletter out there is going to be looking for good content, if you can provide it, right? So like, before you go and try to write your own, like you could absolutely help write another newsletter, if you actually have the skill, or the knowledge to write in that niche. So absolutely, I think you could start there. It's such a cheat code, just reaching out to people and saying like, Hey, I'll do some work for you for free. Anyways, there is a caveat to that piece, but it is such a cheat code to go and just offer somebody who's 10 steps ahead of you to work for them for free.

28:15Yeah. Yeah. Yeah. I think like the big thing there is like, you actually have to like do the work or come with the ideas, right? It's not like, Hey, where can I help you? It's like, I don't want to figure out a place for you to help me at, right? Like, tell me how you can help me and tell me the ideas that you have. Cause that's where like the real value is not just, you know, finding where to stick somebody. So to recap, if you're starting over again, find a niche that you know something about and are interested in. Consume as much content as you can. Subscribe to those newsletters. Reach out to up and comers in the space.

28:45Keep a list of advertisers. Network. Do some work with them and then launch. That's the process you go through. That's the tried and true process. I want to throw a curveball in there as well of one of the worst parts that can feel like one of the worst parts about running a newsletter that's based on ads is that you're 100 % dependent on advertisers to make revenue, right? So if they stop spending, basically like all of your revenue is dried up. If I like actually wanted to start a newsletter and make money as fast as possible, I would start something that essentially acts like a service, right?

29:23So you're sending something of value that actually takes time to put together. I wouldn't even call them necessarily a reader, but like a customer. So this could be digital templates. This could be like local listings that are put together. Think about like different things you could scrape from the government that are hard to find. Think about like the movie War Dogs and how they bid on those projects. Like imagine scraping a list of, you know, all of those projects that are up for bid and that like you don't need like extreme like knowledge in order to do, like putting all of that in a newsletter, and then charging, call it, you know, five to $30 a month in order to access it, right?

30:00And the reason why I love that is one, you have MRR right off the bat, you're providing a service that people get a ton of value from. And three, like you can go to Facebook ads, and you're not just like spending money and hoping an advertiser is going to help you recoup that money in the long run, you're spending money that's making you money right away right so like you have an infinite growth loop in that scenario though you're only making money if you have an audience like you only add mrr if you get people to opt in so what comes first like do you build a newsletter subscriber list and then turn it into this mrr thing or or do you do that from the get-go yeah i think there's there's a few ways you could go about it right so a lot of paid newsletters will have like a free edition right so it's like hey hey, if you want to get like the monthly roundup, sign up here.

30:52But like if you want like the weekly or daily one, you're gonna have to actually pay to receive it. So you could build a free list that way. But if you have like a good offer set up and you feel confident you can provide value in that newsletter, like I would, you could even test this out with like seven different niches with Facebook ads, just like we just did, right? So you could start, you could spend$100 on Facebook ads to see if you get anybody to convert to that paid subscription. and just try out like, you know, different types of templates, different types of listings, tons of different niches until you've proven it.

31:25I think that's an amazing strategy. I think what we talked about of like identifying your niche and your skill set and then kind of working your way up is an amazing strategy as well. And those two things together are fantastic. But if I'm just starting out, like the thing that I'm trying to reconcile is I'm going to have to spend money to get subs because my whole business model is predicated on subscribers. how much money would I need to set aside to get started? Like in your mind, okay, you got to come in here with 50 grand. Is it 10 grand? Is it a hundred? Like, where would you go? Like if you're advising somebody who's like, Hey, I want to start a newsletter.

31:58It's B2B. I'm specifically targeting home services, business owners that are struggling with marketing. And I want to get started tomorrow. Like what would you tell them? How much money? depending on the niche, like maybe a thousand dollars. But like, if you really want something, if you really want to like grow something and you don't have any money, you can a hundred percent do it organic. I mean, some of the best newsletters out there have done it organic. It's extremely hard. So you can't just go start tomorrow and expect to grow a hundred new subscribers every day, but you can a hundred percent do it organic as well.

32:32Like Reddit, I've gotten a ton of subscribers from. Early on, I actually would cold email a ton of different sales reps. I would just get their numbers from Apollo and use Smartly to send them emails and say like, hey, thought you might find this newsletter interesting. Would you like to subscribe? That's how I got like my first couple of hundred subscribers. So you can 100 % get creative and find free ways to do it. And then basically like, you know, throwing Facebook ads on that is like gasoline. Would you suggest you do that first or let's say i'm somebody who has the money so i'm like hey i got 50 grand i'll put 50 grand in right now would you tell me like don't spend yet go do these other ways first and then throw money on it or would you say like okay cool you got 50 grand this is exactly what you should do i would try to build up an organic base first basically like content market fit right like if nobody at all would subscribe to this organically you probably don't want to bury money into it right most of the best like newsletters start organic and then they throw facebook ads on the mix to like really grow because facebook ads is the one channel where it's like you put one dollar in you get one subscriber out that's impossible to do with organic you're just chasing that next like viral post that's hopefully gonna send you more subscribers so like absolutely i'd start organic at least a few hundred subscribers and then push push the okay what platform would you go and start organic on?

33:59Like where's the best platform for organic newsletter subscriber growth? That depends on the niche. And you have to just look at like where your ideal subscribers are hanging out, right? So like on X, it's probably like people into AI right now could be people into marketing, your platforms, you're probably going to go after like X, Reddit, YouTube can be really good, like in the comments, Instagram is pretty tough. But again, if you can go viral on Instagram, you can definitely blow up. So I feel like I just said every single platform, but it really depends on what platform you like posting on.

34:34That's it. It's what platform you like posting on and that you can go viral. Well, that you can get reach on. Yeah. And I have an idea there. This is going in a totally different direction in the AI space, but AI avatars are, I think, like a huge opportunity right now. So I have a team basically building an AI. It's me talking at this desk and every other day they have a video of me go live on Instagram and TikTok and YouTube shorts and it's just discussing a new AI trend or topic and I didn't have to sit there and write the script. It's your avatar? It is my avatar. It is me talking on that. Shut the freak up.

35:12What are you using? We put out just over 20 videos by the way and we've had maybe one comment saying I think this guy's AI. So like, that's where, you know, we, we understand AI and like, we live in a bubble of X, but like people don't, it's not clocking. Right. Okay. Hold on. Okay. Wait, how did you do it? How did you, how did you call yourself? How do you, yeah, totally. So it's just, it's just Heygen. So I don't know the exact Heygen. Heygen. H E Y G E N AI. So you feed it like a two minute video of you talking directly to the camera. It's going to clone you. So then you can ask it to, you know, say anything you want.

35:52This is like an AI avatar right here. It's pretty good at voice, but what we've found is there's better voices, right? So I think it's 11 labs is like the big voice one. There's also one like fish audio that I think we're using right now. It's just better at like enthusiasm and also like content breaks. So it's not like run on sentences. And so, yeah, we're just feeding it into here now the real the real alpha right now is not just letting like your ai avatar talk for five minutes because people will be able to tell but it's all in like the clipping right so only showing your ai avatar for like four seconds jumping to like a screen share of like the ai app doing something like a green screen okay so like that's the real alpha right here at least right now i think probably within the next six months you won't be able to tell but right now you know you can how are you editing that right like so how are you okay ai avatar boom jump to screen share back to ai avatar jump to screen share like is that being generated by ai or that requires a team still right so the team okay yep so i have a team that does all that for me so yeah basically what this like every i feel like right now every business owner knows that like short form is a big opportunity and they probably should be on there but no business owner like has the time to sit in front of a camera every day think of a new topic and record themselves and then figure out how to edit it or get it off to the editors right at least not most of them and so that's what like this completely changes right okay so i'm i just signed up so it's free creator team but which one are you on i think we're probably on team for the 4k exports just think about that you could have nick connelly usa you could have nick connelly japan nick connelly mexico right yeah see where your content like takes off at because you just have no idea where it's going to go viral at and so yeah with a team of editors and this you can pump out multiple videos a day without ever even thinking about it okay dude i can't wait to mess around with this nick connelly's freaking blowing my mind bro there's just so much so much cool stuff going on with ai and the internet right now it's just like you know how can you not be excited about it you brought that up as a way to like okay if you're if you can't spend a bunch of money to go acquire customers and you need organic content this is one way to potentially i guess juice the system so like more content equals potentially more eyeballs let's say you had a budget of you know to have an editing team right so it's like you could just put out multiple videos per day without actually you know take you could take that excuse out of the picture of like well i can't like sit in front of my phone all day and record oh my gosh all right i can't wait to try this.

38:32Nick, where is the best place for people to come find you? Probably on X. Nick Conley. Nick Conner. X. Yep. I'll be on there. I can't wait to have you back on, man. I need to have you back on. It's great. Beautiful. This is fun. Thank you for having me. All right. Hopefully you liked that episode. And if you've made it this far, you're either really committed or you're stuck doing yard work and you can't actually skip on your phone. So while I have you, the show is growing, but I have a favor to ask of you. Will you please help me grow the show? I want to reach more people, there's a couple of things that you can do.

39:02Like, and subscribe is the simplest thing. Obviously you want to get notifications for when the next episode is coming out, but if you go the next step, will you leave me a review five-star on Spotify or Apple? What that does is it tells the algorithm that, Oh, Hey, this is a high value podcast because more people are leaving reviews for it. And it then pushes it out to more people. So that's why when people are like, will you like and subscribe and put the five-star rating? It's not just to make themselves feel better. It's actually to get more exposure for the show. So if you do that for me, I would greatly appreciate it.

39:34And I'll see you next time.

From the publisher

🚨MY NEWSLETTER https://nikolas-newsletter-241a64.beehiiv.com/subscribe 🚨

Join me, Nik (https://x.com/CoFoundersNik), as I interview Nick Connelly (https://x.com/@niconley), an incredible newsletter entrepreneur who went from Amazon Product Manager to selling $1M in newsletter ad sponsorships in just nine months!

We break down how to start a newsletter business from scratch, email marketing for beginners, why powerful newsletter lead magnets are the key to building trust, and how to monetize newsletters.

Nic reveals his email marketing strategy for growing his B2B newsletter, The Follow-Up, to over 22,000 subscribers by breaking down his online newsletter business model. Plus, he shares the newsletter tool he built (newsletterads.co), which lets you reverse engineer Facebook ads for newsletter marketing campaigns from top newsletter businesses.

We also discuss Nic’s newsletter content strategy, why local newsletters have scaling limitations compared to B2B newsletter opportunities, the power of organic newsletter growth, email list building strategies, and how AI tools like Heygen are revolutionizing content creation.

Questions This Episode Answers:
• How can newsletter lead magnets boost email marketing ROI and build audience trust?
• What's the secret to effectively using Facebook ads to acquire newsletter subscribers?
• How to use a newsletter monetization tool to see what email marketing strategies work?
• Why might a B2B newsletter be a higher-leverage business than a local newsletter?
• How does newsletter growth differ between organic vs paid newsletter marketing?
• How can AI avatars help content creators scale their organic reach on platforms like Instagram and TikTok?

Enjoy the conversation!

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Love it or hate it, I'd love your feedback.
Please fill out this brief survey with your opinion or email me at nik@cofounders.com with your thoughts.

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This week we covered:
00:00 The Cheat Code of Newsletters

02:55 From Amazon to Entrepreneurship

05:48 Understanding Newsletters and Their Growth

08:42 Monetizing Newsletters: Strategies and Insights

12:01 Building Trust Through Lead Magnets

14:54 The Importance of Offers in Advertising

17:46 Growing Your Newsletter Audience

20:40 Local Newsletters vs. B2B Newsletters

23:57 Identifying Your Niche and Market Potential

26:45 Starting a Newsletter: The Process

30:01 Creating a Service-Based Newsletter

32:56 Organic Growth vs. Paid Advertising

35:49 Leveraging AI for Content Creation

38:42 Conclusion and Call to Action

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