Top 1% Career Playbook: How to Get Hired in the AI Era

0:00This episode is brought to you by Palmolive. Family time isn't just the big moments, it's weeknight dinners. Sitting around the table, everyone talking all at once. So when the plates are empty and the sink is full, use Palmolive Ultra. Palmolive's most powerful formula removes up to 99.9 % of grease, leaving your dishes sparkling clean. And the new convenient pump makes cleaning even easier, so you can spend less time tackling dishes and more time together. Shop now at palmolive.com. Chronic migraine is 15 or more headache days a month, each lasting 4 hours or more. Botox, onabotulinum toxin A, prevents headaches in adults with chronic migraine before they start.

0:40It's not for those with 14 or fewer headache days a month. It prevents on average 8 to 9 headache days a month versus 6 to 7 for placebo. Prescription Botox is injected by your doctor. Effects of Botox may spread hours to weeks after injection causing serious symptoms. Alert your doctor right away as difficulty swallowing, speaking, breathing, eye problems or muscle weakness can be signs of a life-threatening condition. Patients with these conditions before injection are at highest risk. Side effects may include allergic reactions, neck and injection site pain, fatigue, and headache. Allergic reactions can include rash, welts, asthma symptoms, and dizziness.

1:10Don't receive Botox if there's a skin infection. Tell your doctor your medical history, muscle or nerve conditions, including ALS Lou Gehrig's disease, myasthenia gravis or Lambert-Eaton syndrome, and medications, including botulinum toxins, as these may increase the risk of serious side effects. Why wait? Ask your doctor, visit BotoxChronicMigraine.com, or call 1-800-44-BOTOX to learn more.

1:30Ryan Roslansky:Breaking into the job market right now is harder than it has been in 37 years. Harder than during the Great Recession. 244 people apply to the average open role. And a great resume isn't enough anymore because a machine reads it before a person does. If it doesn't have the right keywords, nobody ever sees it. And if you load it up with keywords, it starts looking like AI wrote it and half of hiring managers throw these out. Some people tell you a degree still matters. Others say it stopped mattering completely as long as you have three specific skills. So what is actually going on? I asked people who run companies employing more than 30 ,000 people and every one of them decides who gets in on a daily basis.

2:15Ryan Roslansky:By the end of this video, you'll have a step-by-step plan for getting hired in 2026, skills they're hiring for, what to bring instead of a resume, and the exact thing to say in the interview. And as a bonus, you get numbers from inside LinkedIn on how fast your job is changing. You send a resume and then you wait. Maybe something comes back three weeks later, usually nothing does, and you never actually find out what happened to it in between. So I put that exact question to Sal Khan, who runs Khan Academy and hires constantly. And he was honest with me about it. Imagine this, someone today graduates from Stanford, pick your major, good major, with a 3.9 GPA.

2:55When I look at that resume, I say, okay, probably smart, got into Stanford, good GPA. I don't know if those skills they learned are gonna be directly transferable, but there's probably someone I can work with. Leadership skills, I don't know, looking at their GPA. Maybe, oh, yeah, okay, maybe they're the class vice president or if they were the co-captain of the lacrosse team. Okay, maybe they have leadership skills. I don't know, but that's only your kind of reading.

3:20Ryan Roslansky:They're signals, not evaluation. And what I normally do now when I see a resume, even someone who's been working, no matter what they write, I look for YouTube videos of them. I look for some evidence of like, how do they communicate? How do they? And then you try to do it in an interview, which is just you only have a few hours to do it. When we're hiring, my team is on your social media profiles the same afternoon. We're asking around for references and we always end up on LinkedIn because that's where the real picture is. So I put the question to Ryan Roslansky, who ran LinkedIn for six years and took it from 700 million members to 1.3 billion.

3:53Ryan Roslansky:What does LinkedIn's own data say about where careers are going? Since the beginning of LinkedIn, the feature that is requested most from members is show me what a typical career path is supposed to look like. LinkedIn, you have all this data. So if I want to become a CFO or a CEO or an accountant or whatever, what is the path that people take? And the reality is in the data, there is no such thing as a linear career path. It's all over the place. So the more that people first and foremost recognize that you have to take your career into your own hands, there's no natural path that exists that you just get on, I think is really, really important.

4:31Right now, it's more important than ever, though, because skills are changing. The types of skills that are necessary for a specific role on LinkedIn have changed north of 25 % over the last couple of years alone, we expect they'll change by 70 % by 2030, largely influenced by AI and new tools and new ways of doing these professions. So I often, when I talk to people about what they should do with their career, it's less about where do you want to be in five years and it's more about over the next few months, like what new skills do you want to learn? Because to your point, these roles are flattening, generalists are more and more where people are going these days.

5:10So we always thought that the extension of your LinkedIn profile isn't just where you went to school, where you've worked, what skills you have, but the ability to demonstrate the actual knowledge that you have in your head, like by posting on LinkedIn.

5:25Ryan Roslansky:Being findable and being chosen are two completely different things. And the gap between them is exactly where people get stuck for months without ever understanding why. Because what employers are scanning for isn't sitting on your profile at all. I heard a version of it from everybody I spoke to, but Yamini Rangan is the one who laid the whole thing out in a single answer. She runs HubSpot, a publicly traded company, thousands of employees, and she names three specific things she hires for in 2026 in the era of AI. The way I would frame it, we are looking for explorers. And I'll tell you what that means.

6:03I think there's a fundamental shift that's happening with AI where not everybody knows exactly how to go from point A to point B. If you knew exactly, and think about them as map readers, right? You know exactly what point A is, point B is. You read the map because someone has figured out the path and you follow the directions and you get there. That is what we were doing because you had playbooks that worked and you were really clear about following the playbook. Today with AI, there is no map. So you have to get comfortable with being an explorer. And there are a few skill sets that are important.

6:39The first one is that you have to have almost a scientist mindset. And I look for people who are comfortable experimenting and having a hypothesis, proving if the hypothesis is right or wrong versus saying there's a set path, right? Like experimentation, moving quickly, having a hypothesis and proving whether you're right or wrong. That is like skill number one. And I look for examples of when they have done it or how they have comfort around it. That's like number one thing that I look for. The second is just this passion and curiosity to go deep in the work. What is happening is that in order for AI to be effective, you got to be close to the ground.

7:20You have to know what parts of the workflow are broken, what parts of the workflow can actually get value from AI. And you've got to get like really close to the ground. And I talk to customers, but we also do a Gemba walks. We look at like how people are using different technology. I'm looking for people like that who are very close to the ground, close to the process, who can actually make changes. That's the second one. And then the third is really what I would say as just curiosity and customer orientation. Again, my focus has been don't forget about AI. Use it to solve something for your customers.

8:02So can you be super curious and ask the right questions of your customers to get the right thing? And if you have the ability to experiment, the ability to stay close to work, the ability to stay curious, then you're actually going to thrive in the world of AI. If you are stuck with your playbook, if you are very comfortable with going from point A to point B in a path that someone else has prescribed, then you're just not going to be successful in the world of AI. That's what I'm looking for. This episode is brought to you by Palmolive. Family time isn't just the big moments. It's weeknight dinners.

8:37sitting around the table, everyone talking all at once. So when the plates are empty and the sink is full, use Palmolive Ultra. Palmolive's most powerful formula removes up to 99.9 % of grease, leaving your dishes sparkling clean. And the new convenient pump makes cleaning even easier, so you can spend less time tackling dishes and more time together. Shop now at palmolive.com. Chronic migraine is 15 or more headache days a month, each lasting four hours or more. Botox on a botulinum toxin A prevents headaches in adults with chronic migraine before they start. It's not for those with 14 or fewer headache days a month.

9:13It prevents on average 8 to 9 headache days a month versus 6 to 7 for placebo. Prescription Botox is injected by your doctor. Effects of Botox may spread hours to weeks after injection causing serious symptoms. Alert your doctor right away as difficulty swallowing, speaking, breathing, eye problems or muscle weakness can be signs of a life-threatening condition. Patients with these conditions before injection are at highest risk. Side effects may include allergic reactions, neck and injection site pain, fatigue, and headache. Allergic reactions can include rash, welts, asthma symptoms, and dizziness.

9:41Don't receive Botox if there's a skin infection. Tell your doctor your medical history, muscle or nerve conditions, including ALS Lou Gehrig's disease, myasthenia gravis or Lambert-Eaton syndrome, and medications, including botulinum toxins, as these may increase the risk of serious side effects. Why wait? Ask your doctor, visit BotoxChronicMigraine.com, or call 1-800-44-BOTOX to learn more.

10:00Ryan Roslansky:Curious how I test for that when I'm the one hiring. You don't have to write code. You just have to know which tool does the thing. It's on the list for every single role we hire for, either the skill itself or a real appetite to go and learn it. For example, my YouTube producer built something this year that a few years ago would have taken an actual engineer. And we keep building stuff like that because when I was hiring them, I was looking for this itch to build something, to automate something. And they absolutely love that because that gives them more time to actually think strategically and do more fun stuff.

10:33Ryan Roslansky:Another guest that I wanted to highlight in this video is Graham Lee. He co-founded Gamma that we use all the time. And I asked him, do you have anyone on this team who does this best? And by that, I mean automating different processes. And he didn't name an engineer at all. I feel like nearly all employees are what I would still define as generalists today, even though they spike in different areas. So, you know, for instance, our head of design, exceptionally talented designer, very visual, But he also knows how to code. And he was coding even before, like, you know, Vibe coding was more accessible to most designers.

11:07But the fact that he can now ship something, like, end-to-end, test it, like, get early versions into the hands of users, that's a superpower, right? And so he can cross domains where, you know, traditionally it would be a designer or a UX researcher that does a little bit, some of this, like, early, you know, sort of investigation or, like, early research. He can do that himself, develop the early prototype, ship the early prototype, get something into the hands of users to actually give feedback on, and oftentimes then ship something into production, like almost completely end-to-end. That just wasn't really possible before.

11:37But for us, we try to look for the spirit of a generalist across every function, whether it's sales, marketing, engineering, product design. And I think that allows you to have a relatively lean team that can, again, play across multiple domains at any given point in time. And I think in general, that just means a team that can be pretty collaborative too, because you have deeper empathy for what each function can bring to the table. And like when you're bringing something to an engineer, for instance, you've already done so much work to think through like, okay, how do I make this right? So the handoff is as seamless as possible.

12:11These things I think are hard to quantify, but when you have a team of generalists, there is some magic in like working together.

12:17Ryan Roslansky:And you're probably thinking, so I keep doing my current job perfectly. And at the same time, I teach myself technical skill for a job I don't even have yet. that's two jobs and almost nobody has room for two jobs. So I asked Aaron Levy how technical you actually have to be. He's been running Box, again, a publicly traded company for 20 years, and he hires across marketing, sales, finance, engineering, all of it. He drew a very specific line and then he told me exactly which tools to open first. When you're hiring now, how is it different from hiring five years ago? What are you looking for in a candidate?

12:51So I think right now is a great time to be going deeper technically. You don't have to like, it doesn't mean like you have to like be vibe coding all the time and building entire products, but you should try and really understand what is the agent doing? How does it work? How does MCP work? How do CLIs work? How do skills work? And getting really well versed in that. The people that are doing that will have a huge leg up in the next kind of three to five years because all of these companies will be hiring for people that can do that within their workflows. So we're definitely looking for people whose technical acumen is growing, whose AI sort of savviness and fluency is growing.

13:24You want to be using these tools, you know, in your free time as much as possible so you, again, understand kind of how they're working and what's going on. At the same time, I don't think a lot of the, I think it actually still matters that you have like some degree of domain expertise. Like you're really good at marketing. You understand what customers want. You're really good at selling. You're good at product management and interviewing customers and assessing markets. Like those are these like timeless sort of, you know, skills that transcend any kind of technology revolution. And so AI is just a way of augmenting those domain skills.

14:01So in some respects, any role that we're hiring for, marketing, sales, finance, engineering, et cetera, we need all of those domain skills, but also we need you to now be increasingly kind of AI fluent or a little bit more technical.

14:14Ryan Roslansky:Can you recommend top three apps that people should be using? um you know i mean it probably won't be much of a surprise i would i would download codex i download cloud uh even for non-technical people yeah 100 well especially partly is is because codex is becoming more uh inclined uh toward knowledge work use cases and what should they be doing with it like automate a process within their automated process give it just a crazy problems and see what happens like uh go do this research in this market um you know wire up multiple MCP servers to data sources you have. So you understand how does it work?

14:48Like, how is it queering that other system? How is it accessing my email? Like, oh, scary. Oh, no, actually, I understand it now. Like, get a sense of how that all kind of is working together. So I think just any one of the top AI tools for productivity, maybe for coding, is a good way to get started. And it'll already get you like 90 % of the way there. So Codex? Probably Cloud Cowork, Perplexity. These are some just easy ones to just get started with. And you'll have a good sense of kind of what the market looks like.

15:16Ryan Roslansky:There is one more side of this market I want to talk about, and that's junior roles. Job openings in the US fell to 6.5 million at the end of last year, the lowest level since 2020. And 43 % of recent graduates are now working in jobs they don't require the degree they paid for. So the bottom rung has genuinely got harder to reach. But the more of those conversations I had, the more it looked like what's actually shrinking is the junior role as we used to define it. The version that was basically a list of tasks somebody handed to you. Luana Lopez Lara co-founded CalSheet, a prediction market whose entire business is running the world on the numbers and pricing what happens next.

15:56Ryan Roslansky:So basically they're predicting all types of things and nobody has better tools for seeing where all of this is going. How are you hiring these days? How has it changed from the last year? We like being very lean. So we are 170 people at the moment And people that work very well at Kaoshi, they are very low ego and willing to learn a lot. I think we're very direct culture. We really like being efficient with time. So that means like feedback is like, I don't like something you did. I'll tell you right now and I'll be honest about it. And you have to be in that kind of like cultural side is very important for us.

16:27But realistically, the two things that matter the most is just working really hard and having like a commitment to work above everything else. When I say commitment to work, it's more about when we ask you to do something. And we trust you with something, we can trust that it's going to be done great. It's not about number of hours. It's not about these things. Is it about AI as well? It is. So in the engineering side, in the engineering interview, we put a lot of time into it. And kind of like, now you can use AI in the interviews and it's completely fine. And all of that. And actually in a lot of the systems review that we do interviews on, systems review or like previous project review is kind of a big component of that.

17:03Because now a lot of the things that we used to look at like two years before of like, oh, can someone actually do this or do that? but now like whatever like that's just not relevant we are actually talking about um in design now i told you that we're trying to get more and more on the figure out how to use ai in a better way in design in our design interviews we're starting to be like has this person use a lot of so it's spreading to design what about knowledge work less so we need to do one thing actually funnily enough in the legal team we're starting to do that a lot too to be like because we have so many cases and litigation, we're trying, we're starting to be a lot more like, how have you used AI for this?

17:41How would you use AI for that? It's less about, and it kind of adds, goes back to the willingness to learn. I think it's less about them having the answers or having used it to do something amazing before, but more like, are they willing to do it? Because we have, again, like our engineering team, what we're doing is that we're kind of putting them, the AI group in like design, and then they're going to go into legal and try to kind of like, how do we help them to do it and we just want people to be open-minded and and the answer is like what they used to how they used to work is not the way that we're going to work at kautia and the world's going to do and we just need them to be open-minded and have like low ego to figure out like oh this thing that i thought i was very good at is actually i don't need to do anymore when we were hiring a social

18:18Ryan Roslansky:media manager this year every single question i asked was some version of the same thing how would you automate this where does ai go into this process and honestly i don't need anyone to have the right answer. If somebody says, I'm not sure, but here is how I test it. Here are the two things I try first. That's exactly what I want to hear. Because in the 10 seconds it takes them to say it, I can see the entire shape of how they think. Conor Grannon told me something very close to that. Doesn't that just break your heart when people are struggling to find work, right? And with AI, I think that we're in a zone right now where the opportunity is absolutely colossal for this reason.

18:54It requires understanding AI and really using AI well, is an incredible tool because you don't have to learn anything. You don't need to be a coder. You don't need to be anything. Literally, all you need to be able to do is talk like a human and everybody can do that. That's number one. But number two, and this is the really important thing, it's not enough to just go into a job interview and say, I know how to use AI. Because everybody can say that. And it's sort of like Excel thing. Everybody uses it, but people are using it to make a grocery list or something like that not to transform, you know, how a hedge fund operates.

19:22The holy grail is, can you invent the work of everybody around you? So if you go into a job interview, and this is what I tell everybody to do, go into a job interview prepared with what they do, what are the, like, they'll have given you a sense of what you should do. So go in there and say like, hey, here's my domain expertise, but let me just show you what I would do with AI and how I would reinvent this process. Because folks, and you know this too, right? Anyone can do this with Claude Gemini ChatGPT. You don't have to come up with it. You just have to monitor and steer it. So say, here's how I would change this role to even potentially put me out of a job, right?

19:58I mean, senior leaders would love that, but here's the really holy grail. This is the kicker on all this. This is the kicker. Such a chat to be tea thing to say, my gosh, I take it back. But here's the really important thing. Say, and here's how the team can use this in a very different way. Here's the exact workflow. Here's what I would change. Here's how I would think about it. Because we want to upskill a team. You don't want to just hire somebody to come in and do AI differently. You want somebody to come in and change the way it's done around that person. That to me is the holy grail.

20:23Ryan Roslansky:One thing before we keep going. If you want to stay updated on all the things these founders say here, we take the use cases and prompts from every conversation and put them into my newsletter called Future Proof. And of course, we also put my own beautiful use cases there. For example, we'll put together the seven skills that came up again and again, the ones people will need in the next few years. These are the skills that my team and I are also using daily. Subscribe through the link in the description. You'll get that one, and you can also read our previous newsletters and see what you missed.

20:55Ryan Roslansky:Everything in this video comes back to being visible somewhere, and it works in both directions because the only reason you get to hear any of this is that founders now show up on podcasts and on socials. Ten years ago, I had a really hard time explaining what I was doing in Silicon Valley. Today, founders come here and tell you exactly who they hire. So if you're job hunting right now, leave a line about yourself in the comments. People really do read them. And I know that a lot of my guests read the comments after the podcast goes live. This is a moment in time where even though in some ways it's hard to get a job, it's also a place, we're in a moment where it's actually still easy to differentiate yourself.