Starter Story

The Multipreneur: He Makes $10M/Year With 6 Businesses | Starter Story

17 min
Oct 8, 20256 months ago
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Summary

Greg Eisenberg, CEO of holding company Late Checkout, shares how he built six profitable businesses generating $10M+ annually using the ACP (Audience-Community-Product) funnel framework. He discusses the multipreneur model as an alternative to venture-backed scaling, emphasizing profitability from day one and business diversification.

Insights
  • The ACP funnel (Audience → Community → Product) is a repeatable framework for launching multiple profitable businesses without VC funding
  • Multipreneurship provides built-in insurance against market changes and algorithm shifts by diversifying revenue across multiple smaller businesses
  • High-value service businesses can command premium pricing ($1.5M/year) by solving strategic problems that generate 9-10 figure returns for clients
  • Hiring top talent requires building communities first, then recruiting the most engaged members ('nerds in residence') rather than traditional recruitment
  • Profitability and founder freedom should be prioritized over growth-at-all-costs venture-backed models that demand 12+ hour workdays
Trends
Rise of solopreneur and multipreneur business models as alternatives to venture-backed scalingAI-assisted tools enabling faster business launches and reduced operational overheadCommunity-first product development outperforming traditional product launchesPremium pricing for strategic consulting services based on client ROI rather than hourly ratesFounder emphasis on work-life balance and personal fulfillment over unicorn ambitionsReddit and niche communities as primary sources for identifying business problems and market opportunitiesNotion, Framer, and no-code tools enabling lean operations across multiple businessesTwitter/X as primary audience-building platform for B2B and SaaS businesses
Topics
Multipreneur business model and strategyACP funnel framework (Audience-Community-Product)Profitable agency pricing modelsCommunity-based product developmentAI-assisted SaaS tools and automationSolopreneur to multipreneur scalingTalent acquisition and hiring strategiesBusiness idea validation using Reddit and GummySearchNo-code tools and landing page buildersVenture-backed vs. bootstrapped business modelsPersonal brand building on social mediaEmail marketing and community managementHolding company structureWork-life balance for foundersProblem identification and market research
Companies
Late Checkout
Greg's holding company generating eight figures in revenue and mid-seven figures in profit across six businesses
WeWork
Greg's previous employer where he was head of product; company collapsed from $47B valuation, inspiring his profitabl...
LCA (Innovation Agency)
Greg's first business charging $1.5M/year for innovation consulting to major brands like Nike, Dropbox, Shopify, TikTok
YouProbablyNeedARobot.com
One of the largest AI communities on the internet within Late Checkout's portfolio
DesignScientist.com
Design agency business within Late Checkout's holding company
Boring Holdings
Nested holding company within Late Checkout that owns BoringMarketing.com and BoringAds.com
BoringMarketing.com
AI-assisted SEO business generating $350K profit year one, projected $2-3M year two
BoringAds.com
AI-assisted ads agency within Boring Holdings portfolio
Multi-Preneurship.com
Community platform for multipreneurs built by Greg to share his business model and strategies
Islands
Greg's college-focused Discord competitor that was acquired by WeWork
Nice Break
Greg's second business attempt that failed because it launched product-first instead of community-first
Dispatch
Design inspiration community and subscription business generating $700K revenue and $450K profit in year one
Nike
Major client of LCA innovation agency
Dropbox
Major client of LCA innovation agency
Shopify
Major client of LCA innovation agency
TikTok
Major client of LCA innovation agency
Starter Story
Podcast platform featuring this episode; offers 4,000+ case studies and business idea breakdowns
People
Greg Eisenberg
CEO of Late Checkout holding company; built six businesses generating $10M+ annually using ACP funnel framework
Pat Walls
Host of Starter Story podcast interviewing Greg about his multipreneur business model and strategies
Quotes
"The ACP funnel is the secret sauce that I've used for the last 15 years that I'm only now sharing with the world."
Greg Eisenberg
"Instead of having one company do $100,000 a month in revenue, you now have eight companies. Maybe they're only doing $25,000 a month in revenue. But if one struggles a little bit or Google makes a change that affects this business or Instagram does this, you now have that built-in insurance."
Greg Eisenberg
"I made the mistake of listening to the top entrepreneurs of my day who said, go build a venture-backed company and go scale it and be Mark Zuckerberg. I was living someone else's life by doing that."
Greg Eisenberg
"The way to build a business nowadays is you start with the community first, then you build the product."
Greg Eisenberg
"Everyone deep down knows what's for them. And life is about getting to that truth. My advice to everyone is find your truth. Don't listen to what anyone says and go after it."
Greg Eisenberg
Full Transcript
This guy makes over $10 million a year with six different businesses. In the best part, he started them all with zero dollars. I drove out to Miami, Florida to ask him exactly how he built these businesses and the blueprint he uses to make over $5 million a year in profit. Instead of charging $1,500 a month, we charge on average $1.5 million a year. You see, Greg started his journey working at a VC-funded, multi-billion dollar company. Then, one day, it went bankrupt. It was unprofitable. And what he learned from that helped him come up with a formula to start his own business that would be profitable from day one. The ACP funnel is the secret sauce that I've used for the last 15 years that I'm only now sharing with the world. In this video, Greg shares his exact blueprints on how to make a million dollars from one client, exactly how he's found several million dollar business ideas, and why everyone should aim to become a multi-proneer. I'm Pat Walls, and this is Starter Story. Thank you, Greg. Thanks for having me. Tell me about who you are and what businesses you built. My name is Greg Eisenberg, and today I run a holding company called Late Checkout. We do eight figures in revenue, mid-seven figures of profit, and I've been a part of companies that have raised billions of dollars, and I make more money as the CEO of Late Checkout and work a lot less. Can you break down the businesses that are within your holding company currently and what you plan to build? Totally. So we've got six companies that we've started. LCA, which is an innovation agency. You probably need a robot.com, which is one of the biggest AI communities on the internet. We have DesignScientist.com, which is a design agency. We've got Boring Holdings, which is literally another holding company which owns BoringMarketing.com, an AI-assisted SEO business, and BoringAds.com, an AI-assisted ads agency. And we've got Multi-Preneurship.com, which is a community for multi-preneurs. Tell me a little bit more about what multi-preneurship is and why you're so bullish on it. Multi-Preneurship just basically means that you're building multiple products, multiple companies, multiple revenue streams. Instead of having one company do $100,000 a month in revenue, you now have eight companies. Maybe they're only doing $25,000 a month in revenue. But if one struggles a little bit or Google makes a change that affects this business or Instagram does this, you now have that built-in insurance and the compounding with these internet businesses are next level. So not only is it cheaper than ever to build, faster to ever to build with AI, the compounding effects are super real. And I love the diversification of the multi-preneurship model. All right, so tell me a little bit about your origin story. How do you get here? I grew up in Montreal, Canada. I always was an internet nerd. Started creating different blogs, communities online. Started making a few bucks as a teenager. When I was 17, my first week of school, high school, I was actually in a school shooting and 19 people got shot. And I remember being in the chemistry class. My teacher had locked the door. I'm hearing bullets left and right. I realized as a 17-year-old that life is short and I wanted to do big things. From that moment, I took building on the internet really, really seriously. I started a company called Islands, which was kind of like a discord for college students. That was sold to WeWork and I was the head of product strategy and later the head of product of WeWork. We were worth $47 billion. All of a sudden, we run out of cash. The headlines read, 25 billion, 20 billion, 15 billion, 10 billion. WeWork can't raise cash. I vowed to myself that the next thing I start isn't going to be an unprofitable venture-backed business. It's going to be a profitable machine. So I asked myself, what is a model that could marry the freedom that I want with the creativity of building multiple businesses? And that's what got me so interested in this new way of being an entrepreneur, being a multipreneur. Greg is proof that you don't need VC funding or a big team to build a million dollar business. You can be a solopreneur and get started today on a business that might just change your life. But that requires knowing the right information and finding the right problem to solve. Now, imagine there was a place that gave you all this. The problems to solve, the blueprints to solve them, and the strategies that turn simple ideas into a million dollar online businesses. Well, at Starter Story, we have a library of over 4,000 case studies and business idea breakdowns where you can access this all backed by data from real entrepreneurs. So if you're actually serious about building that next profitable side project, head to the first link in the description and we're going to give you 160 solopreneur business ideas so you can get started on your journey today just like Greg. Now, let's get back to Greg and how he actually launched this thing. So you're out of WeWork and you start your first company. What is that company that you start? LCA. So it's an innovation agency. We'll work with a Nike, a Dropbox, a Shopify, a TikTok, and we'll say we will help you come up with new ideas to future proof your business. Instead of charging $1,500 a month, which most agency owners do, we charge on average $1.5 million a year. Why? Because if we come up with a whole new vision for where to take your company, oftentimes those products generate 9 to 10 figures of revenue. If you're spending $1.5 million, sounds like a pretty good trade to me. So you're making a million dollars per client. How did you actually land these clients and build this business? ACP funnel, baby. A stands for audience. You got to start by social media audience, Instagram page, TikTok page, Twitter account. I had built a Twitter account of over 10,000 people. That's not a lot, by the way. 10,000 people anyone can get to 10,000 followers. C stands for community. How do you convert some of those audience members into some place where you own their emails, you have their SMS, they have a place to talk, and you really understand what are their pain points? And I started posting, hey, come to these orange wine disco parties in these basements in Williamsburg. I actually met some of my first clients at these parties and then P for product. What is the product that you can create that they want the most? And I told them, oh, I'm actually starting this thing called LCA. We sell innovation and they were like, come into my office first thing Monday because I had already built so much trust with them. Our first year we did a million and a half in revenue. We had one big client and then one kind of half client. Second year, all of a sudden we're doing five plus million in revenue. Sounds like a lot. But again, a few clients, $1 million each and it's been going up ever since then. The ACP funnel is the secret sauce that I've used for the last 15 years that I'm only now sharing with the world. So you're technically a solopreneur with this massive agency, but then you become a multipreneur. Tell me what that transition looked like. We started a second business called Nice Break, nicebreak.fun. We started direct with the product. That's no, no, no, that's not the way to build a business nowadays. The way to build a business nowadays is you start with the community first, then you build the product. So we actually closed it down. After that, I said, all right, let's go back to the ACP funnel and we started dispatch. We started a Twitter account. Within a few weeks, it got to a couple thousand followers. It was all around design inspiration. You know, we had the audience and we started saying, hey, there's an opportunity here. So within 72 hours, we whip up a landing page, a brand and a team and all of a sudden we're selling design subscriptions. In our first year, we did seven figures of revenue, 450,000 in profit. Then we wanted to try something different. So we started a Twitter account called Boring Marketer and started just tweeting about ad stuff, SEO stuff, just boring ways to get customers. We build a community around it and then we built this AI-assisted tool to help do keyword research, to help create SEO content, basically create the SaaS tool. In its first year, it did 350,000 in profit. In its second year, it'll do two to three million in profit. All right, let's talk about hiring. You have these companies within your personal holding company. How do you hire people to run these companies? One way I hire is I build communities and then I actively reach out to some of the most active people. We call them nerds in residence. Someone who's an expert, who cares, you know, if it's the AI example, you need an AI nerd who's thinking about this all the time, right? We find them through the community. The second way I find talent is I cold DM a lot of people. If I find someone interesting online, I won't be shy and I'll try to find their email address, I'll DM. And even if they have a job, I'll say, hey, let's hop on a quick call. The best people to hire actually work a job. Let's talk about how you find ideas and how you build them really quickly. What's your process? I use two tools. One is called RedditList.com, which tells me how fast a particular subreddit is growing and it gives me a ranking of all the different subreddits. And I use a tool called gummysearch.com, which basically takes a subreddit and tells me what are the biggest problems that this subreddit is having? And it's your job as the entrepreneur, as the multi-preneur to solve them. Are there any other tools that you use to run and build your businesses? I use Framer to create landing pages and websites really quickly. I use ConvertKit for email. I love all the automations they do. I use vidIQ, which is a Chrome extension that gives you competitive analysis on YouTube. And there's this little feature where what are the top questions on a YouTube comments? So imagine going to a Starter Story YouTube page and you can sort by top questions. And that gives me ideas around what I could be building for the Starter Story community. I use Slack for team communication. Our entire team runs on Notion. We use Figma for designs. I use Loom like crazy. I just like creating quick looms about stuff and people could see my face or I can screen share. That runs our eight-figure business. Okay, we are out here in your beautiful condo in Miami, Florida. Tell me about multi-preneurship. Why is it the future and why is it different than solo-preneurship? I'm not advocating for launch five products on day one. Become a solo-preneur. Find a niche. Build an audience. Build a community. Build a product for them. All I'm saying is at the end of that, once that business is generating at least $100,000 of profit, find an operator. Then that frees you up to find the next thing. Either buy another business using some of that cash flow or your own cash flow or incubate something new. One of the benefits of being a multi-preneur is a lot of the sleepless nights you're giving to the operator. The second thing is if you're creative, you're going to love being a multi-preneur. You get to work on different projects, different spaces. Every day just feels different, but you need to have a lane. Our lane, for example, is we believe community-based products outperform non-community-based products. So we build businesses based on the ACP funnel that we've defined. Tell me what a day in the life is like for Greg, a multi-preneur, running an eight-figure business. What does that look like? I wake up around 6 a.m. I make a French press coffee. I have it. I sit outside. I see the sun come up. It makes you feel grateful for being alive and I get to work. I plan out what I want to do today. What are the two or three things that if I did these things today, I would be happy? Sometimes in the afternoon, I'll go for a 45-minute workout. And then after the day is done, I try not to think about work. So I do things where I don't have my phone. That helps me reset for the next day. All right, last question that we asked for every founder that we interviewed. If you could stand on Greg's shoulders back in the WeWork days or even before that, what would be your advice? I made the mistake of listening to the top entrepreneurs of my day who said, go build a venture-backed company and go scale it and be Mark Zuckerberg. I was living someone else's life by doing that. And I spent 12, 13 years of my life, 7 a.m. to 2 a.m. every single day, working 7 days a week. And I think everyone deep down knows what's for them. And life is about getting to that truth. My advice to everyone is find your truth. Don't listen to what anyone says and go after it. That's great advice. Thank you, Greg. Thanks, Pat. Yeah. Follow this advice and you will have a $10 million multi-preneurship empire. Peace. What's up, guys? I hope you were inspired by Greg's story and how he approaches starting businesses. I think the coolest thing about Greg is how he's able to find painful problems and then create solutions to those problems really, really quickly. That's why he's able to run six different businesses at the same time doing millions in revenue. If you want to do something similar but don't know where to start, head to the first link in the description to download 160 proven solo-preneur business ideas. You won't find this information anywhere else. And if you're really serious about building the business that might just change your life, come join thousands of founders inside Starter Story. All right. See you in the next one. Peace.