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Alex Lieberman
Creating content has afforded me so many opportunities, but I am capped on the amount of time that I can spend creating content every day. And so I've been basically thinking about how can I re engineer my content process to be AI native or AI assisted. The other problem I've been trying to solve is how do I make it as easy as humanly possible for employees to be creators while they have full time jobs. And so that was kind of the genesis of this content machine idea, was optimizing for these two problems.
Claire Vel
I do read your posts, they're quite good, so they don't strike me as slop. But prove it live. How would we go through this process?
Alex Lieberman
So the first step of the content machine is called the Oracle. The Oracle just does a scan of the last seven days of information from all of the channels that I'm in and it ranks a short list of ideas and it has like a whole scoring system for what it defines as a good content spike gives it a positive score. I basically get 50, 15 content spikes.
Claire Vel
AI is just out of the box, pretty terrible at writing how you get it to not write slop.
Alex Lieberman
The only time in my view that the content machine actually produces slop is more of an indictment of the person not sharing good enough ideas during the interview step than the AI writing bad stuff.
Claire Vel
Oh, so what you're saying is we are actually the slop.
Alex Lieberman
My take is that AI slop is hilariously people just pointing the finger at themselves and saying I'm not intelligent enough.
Claire Vel
Welcome to how I AI. I'm Claire Vel, product leader and AI obsessive, here on a mission to help you build better with these new tools. Today I have Alex Lieberman at 10x and he's going to show us how he climbs cringe mountain AKA builds a content machine at his company by using AI. And guess what? He doesn't get AI slop out. This is an awesome workflow for anybody trying to market their company and get an edge on distribution like let's get to it. Quick word from today's sponsor, Firecrawl. If you're building with AI agents, you've probably hit the same wall. Your agent needs data from the web, but the right pages are difficult to find, buried in JavaScript or blocked behind logins. Firecrawl is a web data API that lets agents search, scrape and interact with the web at scale and get that clean, structured data they can actually use. Over a million developers, including myself, build on it. It's open source and it's free to start. Stop fighting the web for data and start powering your AI agents and apps with Firecrawl@firecrawl.dev use code HOWIAI to get 10,000 free credits today. Alex I am excited about this episode because I tell everybody in order to make it certainly as a bootstrapped entrepreneur you have to do one thing and it's not vibe code, it is climb cringe mountain. You have to post. You have to post on X, you have to post on LinkedIn. You have to talk about yourself. And I will say as a true engineer's engineer, I will build literally anything to avoid talking about my business. People are surprised about this. So please tell me how have you started to use AI? Why did you start to use AI to build the content engine at your company?
Alex Lieberman
Well, first of all, thanks so much for having me. So I first of all I totally ascribe to climbing a cringe mountain. I. I probably move on like the totally opposite side of the spectrum which is like I am happy to be cringy and just like shoot as many shots on goal to to sell kind of what I'm doing. Because my belief is people who believe that like if you build it they will come. I just in a world in which distribution is more important than ever ever before. I don't think that's necessarily the case or isn't most of the time. So basically There have been two problems within the context of 10x that I've been trying to solve. And just for folks that don't know what 10x is applied AI company helping mid market and enterprise companies go through their AI transformation. And we do everything from strategy to for deployed engineering. So the first is I have been creating content on the Internet for the last 10 years basically since I started Morning Brew when I was in college. And I think creating content has afforded me so many opportunities. But I am capped on the amount of time that I can spend creating content every day. Like I would say 25% of my time can be spent creating content. And so I've been basically thinking about how can I maximize the value of that 25 of my time. And what I've thought a lot about is how can I re engineer my content process to be AI native or AI assisted while making sure that I'm not putting out AI slop because like I think that's what creates so much aversion to AI for people especially around creating content is that is just going to spit out kind of just really mid stuff that sounds like everything else that's been said on the Internet. The second is, you know, every business I build, whether it's a media company or non media company, I think we need to think more about building media companies on top of our businesses in the future. And the reason for that is in a post AI world where technology gets more commoditized than ever before, there are fewer moats in business and I believe that trusted distribution is one of them. So overall I am building a media company on top of 10x and I think that, you know, I'm going to do all the obvious things like bring full time creators onto staff writers, we're going to have a newsletter, all these things. But I don't think enough companies think about turning their own employees into creators if they want to do that. And so the other problem I've been trying to solve is how do I make it as easy as humanly possible for employees to be creators while they have full time jobs? And so that was kind of the genesis of this content machine idea, was optimizing for these two problems.
Claire Vel
I love this because one, I went through this myself. You know, I am at chief product officer on TikTok. I went through this phase where I was like, you know what? Part of my job as an executive when I had those jobs was to be the marketing face of the company. And you know, I used to say in SaaS you weren't buying the product, you were buying the roadmap. And what I would tell my team is they're not buying the roadmap, they're buying the team, which is like they believe this team can execute on the vision and so they want to bet with either a subscription or an engagement or whatever on the team. And I talk to a lot of CEOs right now that are really unsettled by the current state of marketing where existing channels have diminishing returns. They're not seeing the old stuff really work. And every single one of them, I tell your number one marketing channel should be your employees. And so I love that you're investing in this. Now my, my big concern is, and I have a little bit of a, you know, content distribution engine going as well with some AI in it is AI is just out of the box, pretty terrible at writing compelling copy. And I think we've all seen this, we're all really critical of it, but it seems like you figured this out. So I'd love to hear just a little bit of your process where you think AI fits, where it doesn't and how you get it to not write slope.
Alex Lieberman
Yeah, totally. So I have a few thoughts here. We were talking about this before, which is Lulu Maservi has talked about this idea of it's a shame when the best writers in the world use AI because they cap their ceiling. And so her view is AI will raise the floor of bad writers, but then cap the ceiling of great writers. I think I agree with that with nuance. The first thing I'll, I'll say is that writing and creating content is a multi step process which we'll go through. And I think just saying that using AI in any part of the content process is going to lower your ceiling is not necessarily true. I think if we were to say for the actual drafting or editing part of the content process, using AI lowers your ceiling. I can buy that. And I can understand if you are a gifted writer who's in the top 1% of writers, how basically just banking on a model that's been trained on the entire corpus of the Internet. And so by definition will be average versus you being a above average or an exceptional writer. Why would be worse? Totally get that. But there are many parts of a content process and I think some of these parts you can use AI and still continue to actually raise your ceiling, not lower it. The other piece of it is I always think about like alternatives. So the alternative for, you know, our team at 10x and, and we can talk a little bit in, in a bit about how we're incentivizing people to create. But the alternative before this content machine was people just not creating content. And so it's like if I have two options, get people to create content around their expertise and the things that they're doing and work or not create. Of course I'm going to take the first every single day of the week. And so what I can do is kind of take you through how I thought about my content process and then how I transformed it. And even though we're talking about it in the context of using AI for content, our view at 10x in my view, is like you kind of use this kind of process mapping and then rebuilding for any process in your work. This is just kind of the world that I know. Okay, so this is when I started this process, I basically just drew out exactly how the content process works today. So for anyone creating content, you basically start by finding inspiration. And historically speaking, the hardest thing for not even just people who are trying to create content for the first time, but like any, I would actually say, especially people who are creators, is finding new ideas that feel novel and interesting and Just don't feel like tired. Regurgitation of what's been said is really hard. So first step is finding an idea. Second step or like 1B is if it is an idea related to a lived experience where you feel for fully informed about the idea, then you can skip the research step. But for a lot of ideas you'll actually have to research. Then the next step is you're going to get all of your thoughts out on paper where it's kind of like the, the, the mental vomiting of your thoughts around the idea. Next step is you decide what is kind of the anchor format that you want to create a piece of content around. Whether it's long form, website, LinkedIn, newsletter, etc. Then you write the piece, then you review a draft, you revise it, so you go through the editing process, you publish it. And then as kind of Gary Vee talks about in this idea of the content pyramid, you take your anchor piece of content, you turn it into micro content and you distribute it across all social platforms or platforms where people consume. And so this is the way and whether it's video or writing, this is how the process of creating content goes. And so I started with this to basically be like this is what things look like today. Where does it make sense for AI to live in this process? And then should AI be the driver or should AI be the co pilot?
Claire Vel
I would love to just pause here because let's put content aside. This is the exact process I tell everybody to go through when trying to figure out how to apply AI in a function in their day to day in their company. It is like taking this workflow first approach is just the most tractable way to get AI into a system. And so I'm like literally write it out. Yep. And then make those decisions of like human copilot automation. The other thing that I recommend to people is I say like don't, don't workflow what you do now given your current constraints, workflow what you would do in an ideal world given no constraints. Like given no constraints of course you would cut all this content into multi channel like little micro content. Of course given no constraints you'd have a researcher always on looking and mining for ideas. And so I think those two things, writing out your workflow and then also like removing existing constraints from how you design the workflow is really important. We have this episode with Matt, the CEO of Suzy and he does this in his marketing team where he's like, he takes a call transcript and he's like how much can I extract out of this, not how much can my team extract out of it, but like in theory, and then kicks off, you know, a hundred different things off of content.
Alex Lieberman
Yeah, 100%. And what we found in kind of doing this process mapping process with companies and with clients is first of all, you end up realizing that a lot of efficiencies are found outside of even thinking about using AI, because most people have not actually done the process of mapping their processes before. And AI was just like the force function to get them to do it and then they find all this waste in their process. So, yeah, I totally agree with this and this is like the unsexy thing to do, but I actually don't know how you reimagine the work you do if you don't start here. It's also why, like, when we talk about job loss and all these things with AI, the only reason I was able to do this is because I've done the process of creating content, you know, thousands of times. And so it shows you the importance of like being a subject matter expert and having vertical expertise. That knowledge, at least right now, is really needed, otherwise you can't reimagine the work. Okay, so basically I took this and the next step in the process was like, again, assuming no constraints, rebuild the entire thing. And so what came out of that was this thing called the Content Machine. And I'm going to just show you kind of how it works, just as like a visual and then I'll take you through like me actually running the machine. So basically here is how the Content Machine works. So the first step of the Content Machine is called the Oracle. And the whole idea is that the Content machine, which is just a directory of skills, it is a plugin in. You could either do it through the CLI or through Claude code or cowork, is it is connected to all of my systems of record at 10x. So my Slack, my notion, my meeting notes, linear, get Gmail, it is connected to all of these things. And basically what happens is the Oracle just does a scan of the last seven days of information from all of the channels that I'm in and it ranks a short list of ideas that it believes are good content spikes. And it has like a whole scoring system for what it defines as a good content spike. Like if there's a story or an anecdote related, it gives it a positive score. If there's a strong point of view, it gives it a positive score. If there's specific examples, it gives it a positive score. And so Every day I basically get 15 content spikes. Half of them are from the Oracle looking at my internal systems and then the other other half of them are doing what's called Internet reading, where I have provided the content machine a list of the accounts that I Follow on x LinkedIn and just the websites I go to. And it will go and look at all the content that's been created by these people over the last seven days and share those as spikes as well. So like you're, you're one of the people my Internet reader, it will look at everything that you've posted in the last seven days and when it thinks there's a good content spike for either me to do a quote retweet on one of your posts or, or respond, it will share that in the list. So that's the first step in the process that on its own is maybe the most helpful thing in the entire like in this entire system. And going back to the, the point of even if you believe that AI will create AI slop and you don't want it drafting your content, just helping you go from bling page to concrete idea, I think lowers the friction so much that you'll actually get in the habit habit of creating. Okay, so then you select an idea and then you go into something called the interview panel. And basically what the interview panel is is I had six world class interviewers codified each as skills, where there's Tim Ferriss, Joe Rogan, Michael, Barbara Barrow, Barbara Walters, Howard Stern, and they just one by one will ask questions about this topic to you until they feel like they've gotten enough information to create a piece of content. One other thing I'll add here that's just not here is it goes straight from Oracle to the interview panel if it is a topic. And I'll show you what this looks like in a minute actually in Claude. But if you pick a topic that you don't actually feel like you have all the information on already, you can run the research assistant and the research assistant will give you a full brief into the topic. So, okay, we go through the interview panel. Basically what I do is I yap to text all of my answers using Whisper flow, then it drafts in in my voice. And so the way that this works with the content machine is basically the entire process. Like all these steps are what live in the content machine repo that everyone on our team has kind of pulled down onto their computer. But separately, all of us have a personal folder that has codified our voice, our style guide and like our sources that we want to pull ideas from. And so when a voice is actually drafted or when a piece is actually drafted, what's happening is it's actually going into my specific voice and style guide file and using that to create the piece of content. And so just to show you what that looks like. So my style guide here is, you know, this is who Alex is, this is, this is his role in the company. These are the owned assets that he's going to want to promote. These are his main anchor types of content. Here are his key integrations. Here are the social handles that he follows up. Follows, you see Claire's there, you know people who give enterprise an exec lens. So that's the first and then the second is the voice guide. And so what this is is basically when I launch the content machine, it's studied. So this is all of my top performing X posts and LinkedIn posts were studied. Has executive summary with voice and tone hook formulas, content structures, length patterns, topic categories. And so this breaks down the top 10 best performing x posts I've had of all time. My best performing LinkedIn posts, what my core DNA is my number one rule which is writing like you're texting a friend and then examples of like the language that I use self deprecating confidence. Like it really goes into depth into this file. Like this is, this is my full voice codified and then we'll get to it in a minute. But the, the other really important piece of this whole process is when a piece of content is drafted by the content machine for me, I will give it feedback and it will have a reinforcing loop from that feedback. And so one other file that's in the content machine is the content lessons markdown fold markdown file. It is all of the things that I've said it messed up when drafting my content in the past. It logs that as lessons. So around tone where I've said the tone wasn't right, structure and flow when that wasn't right. And so it will always check the content lessons markdown when editing a piece of content to make sure it's not making the same mistake again.
Claire Vel
And is this generated as you go through the editing process with a skill like is like if you identify some piece of feedback, are you manually populating that? How is that getting created?
Alex Lieberman
Yeah. So the way that the content machine works is basically after a piece of content is drafted and then it goes through the editing process which I'll show you in a second, I get the final piece of content. What I will do is I will give it feedback on that final piece of content. Once it's all done, I'm like, this is good to go. This is good to publish. There's basically a job that's kicked off as part of like, kind of this. These like, chained together skills. And it's the lessons loop. And the lessons loop is what. Let me look at what the the diff is between the original piece that we provided to Alex versus the new piece. What are abstractable lessons we can take from that? And then we ask Alex, do you want these lessons to be added to the lessons file? If he says yes, then we add them in. So that's how that works. And then just to finish taking you through the process and then I can kind of show you in practice that's how my voice is drafted. Then the next step is. So I've shared, I've picked an idea. I've yap to text all of my thoughts around the idea as I'm interviewed by this panel of interviewers. Then I pick say I want to create a LinkedIn post. It's drafted in my voice using my style guide, my voice markdown file, and my content lesson markdown file. Once the draft is done, it goes through the writer's council. So similar to how there's the six interviewer Personas I created, there's six writer Personas I created. So it's like David Perel, Sean Puri, Morgan Housel the the AI slop allergist. And they go through, they read the content and they score it 1 to 10. If the aggregate scores under a 9 out of 10, it runs a revision loop until it scores a 10 out of 10 and then it's done. And then once the piece of content is done, then I can repurpose and distribute, which means there's just a step where I can say I want to repurpose this. It at the content machine asks, what do you want to repurpose it into? I could say three short tweets, two long LinkedIn posts, and it will go look at what my format of writing in these different post types was in the past and write in that style.
Claire Vel
I think again, this is just a reflection of a couple things I would say. One, map your workflow. Two, with AI, you can bring in basically a council of experts without having a council of experts. So again, it's like in this ideal world, I would be, I would be interviewed by the best of the best. Well, guess what? You can approximate that in your process. I think finding the right reinforcement loops on as I'm building this process, how do I iteratively make it better? Because you can make sense of inputs and outputs of unstructured data in a way you weren't able to do before is really useful. And then you know, AI is like multimodal. And so and I mean that not just in like image to text or text to voice or voice to text. I mean it like text to mini text, text to long text. And so using all those kind of components of, of LLMs, I think makes this particular use case a good one. This episode is brought to you by Customer IO. You're here because you'd rather use AI than talk about it. With Customer IO you describe the campaign you want to build and the AI agent creates the for you, the audience, the messages and the timing. You review it, make any changes you want and launch. Instead of spending hours stitching together tools and workflows, you can focus on the work that actually drives growth. Every campaign is tied back to results so you can see what's working and what to do next. More than 9,000 brands use Customer IO to turn the data they already have into messages. Customers Remember, visit Customer I.O. howaiai to try it today. Customer I.O. more impact from every message. I did tell you before we got on, I do read your posts, they're quite good so they don't strike me as slop. But prove it live. Do it live. How would we go through this, this process?
Alex Lieberman
Let me bring up my Claude and I'll just show you one example of how it already ran and then we'll do it live also and I will happily embarrass myself if this goes terribly wrong. So okay, so basically what we're looking at is the content machine running. And just so you can see, because this may be helpful, like the content machine lives as a plugin in 10 x's our internal Claude and basically everyone has added it to their machine anytime. I'm basically pushing an update to it on git. People can just auto update it right from here. So I was trying to figure out something that was for anyone who is not technical in the business was palatable enough to as we push updates to benefit from those updates and we can talk about in a second like how sharing this with everyone in the business is getting us closer to what I think it was the CEO of Senbird who went through like their internal quest thing with you, like how we're getting closer to that. But so let me go back to this for a second. So basically what this did is it first looked at my sources, internal sources, it pointed out spike ideas. So this was like a single player versus multiplayer AI framework that we talked about a lot. I talked to someone at a bank who's working with McKinsey and McKinsey gave them an idea and was like, this is going to take six months to build. He said he rebuilt it in a week with Claude Code me saying to someone on a sales call that I may be the world's worst salesperson. That sounds like a fun one. After I said to someone on a call after I sold Morning Brew, I was miserable. Like, that's a good content spike. So like you can see it's really latching on like specific stories. And then from the Internet reader, it pulled from the different sources that I've given it in my profile file. So one was, you know, Amazon putting $1 billion behind FTEs Aaron Levy versus versus Ethan Malik talking about like our FD is the solution to every enterprise's problems versus not everyone's a builder. Now shipping is the hard part. And so then I would just select a content spike that I want to actually build out. And just so you know, here, the other thing in the content machine is while I'm going to select one idea here to build out into a piece of content, there are several ideas here that I think are worthy of building out. And so part of the content machine is when everyone at the company sets it up for the first time, what's created is the vault. And the vault is literally just a notion database. And every idea that is generated by the Oracle, even if you don't use it, is added to this vault. So you can go into that in the future to pull ideas out of. Okay, So I picked spike 13. Spike 13 I thought was interesting. Aaron Levy saying like FD is are God's greatest gift to Earth right now. Moloch being like, no, it's not going to solve all the problems. And so I picked this and I wanted to do more research on the topic around, like, what are the different arguments around FDEs? Why do Aaron versus Ethan have different perspectives? So then the research step was started up and you can see basically research brief was created for me about their takes, what's been said, what are potential contrarian or novel angles that I can take here? What are open questions that I should try to answer? So I read this beforehand. I can also, as I'm doing the interview, if I think they're like really good quotes from this, I can pull that into my answers as well. So then I go in and the interview starts. So I forgot Larry King was in here also. So let Larry King is like Levy says FDA is when because deploying agents is more technical than people think. Malik says they'll disappoint because the real problem is org structure and expertise, not code. And he said you've said they're both right. Here's what what they're missing. So one or two sentences. What are they both missing? I provide my thoughts on like RFD is the solution to all why do I agree or not with Aaron and Ethan? And then the follow up question is just playing off of my answer. So now it asks and and the interview panel is really trained to pull as much specificity and examples out of me as possible. So Tim Ferriss is like give me the engagement where this was painfully true. Build your team nailed technically. So it asked me to like give a customer story. So I did that. So we go through I was asked five questions. Then it says interviews, a rep and voice and lessons locked in. So this is where it looks at my content lessons and voice MD file and then LinkedIn draft MD is created. So here two of the smartest people I follow just publicly disagreed about the hottest job in AI. They're both right. And that's exactly the problem by the way. If I was to give feedback on this I'd be like this feels kind of AI cringy. They're both right. Like the two that the punt. Yeah this that is just is like the newest M Dash. And so I'd give that feedback and I'd say add this to content lessons. This week Amazon committed $1 billion to a forward deployed engineering or OpenAI and anthropic already did versions of the same thing. Google is hiring hundreds. And so just it includes basically all of my thoughts here. Like one of my answers was what do companies need to set themselves up for success for AI transformation? And it took my exact words where it was like so if you're staffing AI transformation, you you need these things. One of the reasons that this doesn't write slop mostly is because I have basically trained it to only use my words. So I think that's a big thing also is like this whole content machine is built on the fact that the interview I do with the panel is just turned into a large markdown file of the transcript. And the transcript really should be the only words that are used other than maybe the hook and the conclusion. And the job of the writer is really to almost be this like, like shape like shaping the clay of the content not inventing net new things. And so the only time, in my view, that the content machine actually produces slop is more of an indictment of the person not sharing good enough ideas during the interview step than the AI writing bad stuff.
Claire Vel
So what you're saying is we are actually the slop.
Alex Lieberman
That is my take is that AI slop is hilariously people just pointing the finger at themselves and saying I'm not intelligent enough. And so. And then the other thing it does, and I just actually recently added this in as a content lesson, is I was like, start giving me more examples of hooks because I want to be able to choose and compare. So it provides hooks and clothes things. And so what I would do here. Oh, so it didn't even run the writers council yet. So let's just even do that. Run the council. So what it's going to do now is it has the draft, it has the hooks and closings, it's going to run the editorial council. If it's above a 9 out of 10, it'll give it to me as is. If it's not, it'll run a revision loop. And then what I would do after, when I get it is, is I will give it feedback, like the feedback I gave you around that. Like, if this, then that line being cheesy, I'll go through, I'll make sure they're added to the content lessons markdown file and then I'll take a final pass and I'll post this. And then my view, and this is something I want to add to the content machine is right now, the content machine is not when I run the Oracle, it's not pulling previous pieces of content that I should, should think about repurposing. That should be part of the run I do every single day. And so see, they're, they're all grading right now. And I can retell it's not going to be a 9 out of 10. And so they're going to run a full revision loop.
Claire Vel
Oh my gosh, I love it. And then you're going to get this live.
Alex Lieberman
Yep. So like I will right after we are done with this, I will post this live.
Claire Vel
Well, and then what I want to say, you know, maybe what I want to cover after we've, we've wrapped this flow, which you've kind of showed us the end to end of, like, how, how do we discover a good idea? How do we extract via again, our friend Hillary Gridley, via the Yappers API, all of our best ideas, how do we shape that in our voice and then get some critical feedback and ship it. But you're Also, it's not 100% AI. You also have your team and your changing team behaviors to all embrace this new model of content creation. So can you just walk us through some like the non AI parts of, of your content machine and some things you're experimenting with at the company.
Alex Lieberman
So, so this actually, this concept, first of all, I do not want to claim to be the inventor of employee advocacy. This has been around for a very time. But I just think that the Internet and the platforms on top of it have enabled it in a way that I don't think companies have caught up to it or they worry so much about the risks of giving everyone in your company a megaphone that they don't end up doing it. And so I tested this for the first time at one of my other businesses called Story Arb where we did a campaign called Own the Internet. And the idea was that it was going to be a six or eight week campaign. Everyone at Story Arb had to post on LinkedIn or not had to, they were encouraged to. And there was an opportunity to win money. Like I think it was like 5000 bucks the winner would get. And the only rule was that 50% of the content you create has to be within the world of what Story ARM does. And it ended up driving so much traffic for the business it drew in the quarter that we ran on the Internet it drove 40% of all of our inbound leads. It drove a ton of top of funnel for hiring. And so I just knew that I would do this. Like any opportunity I have to do this, I will do it moving forward. And so we literally just started yesterday 10x's version of this. And so I'll just share like what the details are behind it. So it's called the 10x Creator cup and it's a month long challenge to get everyone at 10x posting. And the way you play is you just post on LinkedIn or X and then we have a Slack channel internally called Reply Guys and that's where everyone can just see everyone's post throughout the Creator cup and the way it works is every time you post you get 10 points. Every time you engage with someone else in the company's post, you get three points. Every week. My co founder and I will do an editor's pick of the best post of the week. You'll get plus 50. And there are weekly games and then there's month long games. And the whole point here is we want to encourage people to post where it's not just a race for impressions, where if one person ends up crushing it with impressions, it's like we don't want people feeling like they don't have a chance. And we also want it to feel palatable for people where just like playing the game is, is going to get you something. So even example this week is the week long game this week is called Full House where If at least 70% of everyone in the company posts at least once this week, then we unlock the one, the week one prize where everyone gets a lottery ticket and we pull one person and they win a couple hundred bucks this week. And so we're giving out $5,000 of prices this week. But the interesting thing here is like we were talking about this earlier and I said 10x we're playing the game on hard mode. And what do you say you're playing the game on honest mode? Yeah, like I think so. 10x is fully bootstrapped and I think it requires us to have to be creative with certain things. And one of those things is we truly have the best engineers that I've ever worked with in the world. And there's, there's a few reasons for that. But we do not have like the gravitas yet of a lab, right, like OpenAI or anthropic. And because we haven't raised a boatload of money, also we don't have like the visibility of being on TechCrunch and being mentioned by all of these top tier investors. And so the question becomes how do we attract top talent when we do not have all the advantages that a venture backed company would have. Part of my view is, is the way you do it is have your top talent show versus tell the cool work that they're doing. And so to me, Even if the 10x creator cup does not generate any leads for our business, if it just leads to more engineers knowing about 10x and applying to 10x and in a perfect world, if we hire one engineer from this whole campaign, well then the $5,000 we would have paid at we're paying out for 10x creator cup is worth it so many times over because you think about what you would pay a recruiting agency to get one engineer, it makes it entirely worth it. And so yeah like I just believe that like we, we should lean into the bootstrapping thing which is like have an underdog mentality, use guerrilla marketing, us all in this together to kind of create this aura around 10x.
Claire Vel
I just as another bootstrap founder could another Bootstrap founder that's leaning on distribution as an edge. I, I completely, I completely agree. I think the other thing is we really underestimate what a employee teammate value proposition it is to say like we actually encourage you to have a platform. So many companies are like short sighted because I, I actually hear CEO saying well, I don't want that person talking about how awesome they are because somebody's going to come recruit them.
Alex Lieberman
Yep.
Claire Vel
And I'm like, that is the number one thing that's going to jump them out of this company is their inability to talk about all the amazing stuff that they're doing and build their own personal brands. And so I think that is just totally, totally spot on. And again, I love to see another Bootstrap founder do it. As I say, not on, I mean maybe on hard mode, but definitely on, on honest mode.
Alex Lieberman
Totally. And, and even one of the things that I think about is like if I think about what even Anthropic has done really well on the Internet is they've basically been incredible, whether planned or not at Employee Influencer. Like if you think about everyone surrounding Claude Code and Cowork, whether it's Tariq or Boris or Felix. Right. Like they are extensions of the brand now and I trust their product more because they're talking about it and not just the company.
Claire Vel
Totally, completely.
Alex Lieberman
Yeah.
Claire Vel
Well Alex, this was awesome. This has given me so much inspiration. I have a similar kind of content engine, open claw backed. His name is Max, but you know, same same thing. Well, I would love to wrap with quick lightning round questions and then we will get you out of here. One, you've said that you work with the best engineers in the world or at least the ones that you've worked with. What do you think makes for a great engineer right now?
Alex Lieberman
Someone who has like the ability to understand systems at a really deep level. Like the foundational things that have made engineers always good but who have the malleability to fully lean into making their workflows agentic. Like I think you have a lot of really young engineers who are fully AI pilled but don't have the foundation of knowledge that you know, a staff or senior level engineer has. And then I think you have a lot of veteran engineers that are not malleable enough to change the way in which they work. And, and I think the other thing that comes to mind is like this idea of the forward deployed engineer is more important than ever before because AI transformation is only going to happen by understanding a business's context. And so yeah, that's one piece. And the other piece to it is I think the best engineers in the world want to go long themselves. I think they want to bet on their abilities. And that's why, like we pay our engineers like salespeople at 10x. People think we're crazy for doing it. But my view is I want to self select for people that are willing to bet on their own abilities.
Claire Vel
I agree. You do? How long? I've said like PMs and engineers on variable comp. Forever. Yeah, forever. I think it's the best.
Alex Lieberman
It's incredible. And we still like, again, there's a ton of people who give a shit about it. And look, there are trade offs. But we have thought about all of them and it has kept all of our people close to the frontier because the way they get leverage is by understanding what's possible with the technology.
Claire Vel
Well, and I will hype up your people. We've had two other 10x folks on the podcast. Both, both amazing. And you should go go check out those episodes with CJ and jj. Now, do you hire people that don't have two letters?
Alex Lieberman
I was gonna say I really, I need to change my name to AJ. I really messed up the flow of the 10x guests.
Claire Vel
Well, I'm married to an EJ, so if you need another, another J guy on the team, love that we can do that. Okay, second question, which is, you know, you showed us your, your creative process. We've seen, you know, cowork with jj, we've seen coding with cj. What about personal use cases? Like what is an AI use case that you use in your personal life that you think is really unique?
Alex Lieberman
So my, my wife was recruiting for jobs for a period of time. She's worked in tech and she was recruiting for jobs for a while. And I think one of the more interesting use cases that I built for her that I'm surprised a company hasn't done yet is the recruiting process is brutal and finding roles that are right for you is brutal. But I think we're in this age like people have always talked about when we're working on Morning Brew, like someone's going to build the one of one newsletter. Like the newsletter. Like everyone has their own customized newsletter in this world. But basically what I built was a hiring board customized for her where every single day she got an email and the email was 10 curated jobs based on her previous job, like her LinkedIn and what she's looking for and scored on that. And then she could click apply from the email and would auto fill out the initial application to the job. So that's like one specific use case. The other one, and this, I feel like this is like the classic one is building a custom children's book. We have an 11 and a half month old at home. And, you know, the idea that our sweet Brooke can have stories that actually relate to her family to me is such a cool use case as well.
Claire Vel
I love it. You're going have to join our How I Parent roundtable because there are so many good use cases. All right, last one. I ask everybody, when your AI Oracle Creative Council is giving you straight slop, what is your prompting technique? Do you get mad? Do you cry?
Alex Lieberman
I would say the honest answer is I will do it basically depends on how frustrated and how much time I have.
Claire Vel
I like how flustered you are. You're like, oh, should I tell the truth?
Alex Lieberman
No, no, no. So either I will just literally say screw it and I'll just write the thing by hand like that. That. I think that's like my typical out is I'll just be like, screw this. It's. It's taking more time than it's worth. I'll write the thing by hand. Or the other thing I'll do is like, I will actually lean and spend a ton of time into this being like, this is shitty. These are all the ways that these things are shitty. I'm pretty sure these were content lessons already. Why is this not registering as a content lesson? I've already taught you, so I. I really should be kinder to it given that the AI overlords will be my boss at some point. But honestly, I am sometimes an asshole to it.
Claire Vel
So the. The classic like, no, why are you the way you are?
Alex Lieberman
I've not asked that yet.
Claire Vel
Alex, this has been so helpful. Truly gonna steal all these ideas, which is a secret reason why I do do these interviews. So thank you for sharing with us with our audience. Where can we find you and how can we be helpful?
Alex Lieberman
Yeah. I am business barista on X, Alex Lieberman on LinkedIn and 10X is our company. So you're a big business. You need help with AI transformation, hit us up at 10x co. And if
Claire Vel
you're an awesome engineer, Alex is hiring all of them.
Alex Lieberman
Literally all of them.
Claire Vel
As far as the content machine is telling me, you are hiring all of them. Well, thanks for joining How I AI, thanks so much. Thanks so much for watching. If you enjoyed this show, please like and subscribe here on YouTube or even better, leave us a comment with your thoughts. You can also find this podcast on Apple Podcasts, Spotify or your favorite podcast app. Please consider leaving us a rating and review which will help others find the show. You can see all our episodes and learn more about the show@howiaipod.com See you next time.
Podcast: How I AI
Host: Claire Vo
Guest: Alex Lieberman (Founder, Morning Brew & CEO, 10x)
Release Date: July 20, 2026
In this practical, high-energy episode of How I AI, Claire Vo sits down with Alex Lieberman to break down how he built an AI-powered "content machine" that fuels idea generation, personalized drafting, and team-wide distribution—without falling prey to generic "AI slop." The discussion covers Alex's journey from time-starved founder to architect of a scalable, non-cringey content engine at his company, 10x, and opens the playbook for how any founder or employee can replicate this system.
Why an AI content engine?
Alex shares two primary challenges:
“I am capped on the amount of time that I can spend creating content every day. And so I've been basically thinking about how can I re engineer my content process to be AI native or AI assisted. … That was kind of the genesis of this content machine idea.” (00:00-00:26)
Company Context:
Deconstructing the Traditional Process:
“Taking this workflow-first approach is just the most tractable way to get AI into a system.” (11:06 - Claire)
AI Placement: Driver or Copilot?
What It Does:
“The Oracle just does a scan of the last seven days... and it ranks a shortlist of ideas... I get 15 content spikes every day.” (12:27, 00:53)
Simulated Interviewers:
“Six world class interviewers... ask questions about this topic to you until they feel like they've gotten enough information.” (17:40)
Codifying Personal Branding:
Ensures AI output "sounds like you," not a generic bot.
“This is my full voice codified… content machine is built on the fact that the interview … is just turned into a large markdown file of the transcript.” (19:01, 27:36)
Feedback Loop:
“After a piece of content is drafted… there’s a job… the lessons loop… If he says yes, then we add them in.” (19:23–20:24)
Editorial Panel:
“Six writer Personas... read the content and score it 1 to 10... runs a revision loop until it scores a 10 out of 10.” (20:44)
"The only time... the content machine actually produces slop is more of an indictment of the person not sharing good enough ideas during the interview... We are actually the slop." (00:58, 29:14)
10x Creator Cup:
Gamified monthly challenge rewarding employees for posting and engaging.
Points for posting, extra for engagement and editors’ picks; “Full House” prize if 70%+ participation.
Designed to foster broad participation (not only impressions-winners), democratize voice, and build organic reach.
Past campaigns at previous ventures drove 40% of inbound leads.
“Any opportunity I have to do this, I will do it moving forward ... Part of my view is, the way you do it is have your top talent show versus tell the cool work that they're doing.” (31:14, 33:26)
Underdog/Bootstrap Mentality:
Alex frames this model as necessary and advantageous for non-venture-backed companies.
Employee visibility attracts talent and spreads brand trust.
“...We should lean into the bootstrapping thing... create this aura around 10x.” (35:27)
Employer Value Proposition:
Contrary to instinct, encouraging employees to build personal brands increases loyalty and company attachment.
“That is the number one thing that's going to jump them out of this company is their inability to talk about all the amazing stuff that they're doing and build their own personal brands.” (35:54 – Claire)
Oracle surfaces 15 content spikes (real anecdotes, debates, etc.).
Alex selects a spike and triggers the research assistant for background.
Interview panel drills into specifics; Alex yaps his answers (voice-to-text).
Draft is shaped in his style, then runs through writer's council.
Feedback loop logs new lessons (“cheesy hooks,” etc.).
Every idea (even unused ones) is stored in a “vault” for future use.
“I think finding the right reinforcement loops on as I'm building this process, how do I iteratively make it better?... You can make sense of inputs and outputs of unstructured data in a way you weren’t able to do before.” (21:24 – Claire)
On content bottlenecks:
"Creating content has afforded me so many opportunities, but I am capped on the amount of time that I can spend creating content every day." (00:00 – Alex)
On employee-driven media:
“Your number one marketing channel should be your employees.” (05:56 – Claire)
On human responsibility for ‘AI slop’:
“AI slop is hilariously people just pointing the finger at themselves and saying I'm not intelligent enough.” (01:12, 29:18 – Alex)
On codifying voice:
“My number one rule which is writing like you're texting a friend… self deprecating confidence.” (19:01)
On team distribution and branding:
“If it just leads to more engineers knowing about 10x and applying to 10x...the $5,000 we would have paid is worth it so many times over.” (34:38)
On why leaders should encourage personal brands:
“That is the number one thing that's going to jump them out of this company is their inability to talk about all the amazing stuff that they're doing and build their own personal brands.” (35:54 – Claire)
On prompt frustration:
“I really should be kinder to it given that the AI overlords will be my boss at some point. But honestly, I am sometimes an asshole to it.” (41:09 – Alex, on dealing with ‘slop’ output)
Best engineers:
“Ability to understand systems at a really deep level… but who have the malleability to fully lean into making their workflows agentic.” (37:10 – Alex)
Unique personal AI use cases:
Handling poor AI outputs:
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