Greg Isenberg

CEO of Late Checkout, a holding company for community-based businesses

I'm the CEO/Co-Founder of Late Checkout, a holding company with a portfolio of internet businesses. 

Previously, I was the Head of Product Strategy at WeWork, an Advisor at TikTok and an Advisor at Reddit. I was the Founder/CEO of Islands, a messaging/community app that was acquired by WeWork.  I was the Founder/CEO of 5by, a leading video discovery app which got acquired by StumbleUpon.  I helped build one of the internet's most popular financial education communities Wall Street Survivor (acquired). 

I've helped build communities and technology products for brands like Microsoft, FedEX, NASCAR, TechCrunch and Wordpress. 

I've been featured on places like Vanity Fair, Forbes, Mashable, Fortune Magazine, L.A Times and have won Webby Awards.

LINKS to a few of my companies in my holdco 🔗

gregisenberg.com (my guides, podcast, sign up to my weekly newsletter for updates)
latecheckout.agency (product design agency that works with executives from Dropbox to Nike to Shopify)
thevibemarketer.com (community for people into marketing with AI)
ideabrowser.com (the #1 place to find startup ideas and trends on the internet)

CEO & Co-Founder 

Late Checkout is a holding company that builds, acquires and incubates cash-flowing businesses that are powered by internet audiences and communities.

Learn more about our businesses at https://latecheckout.studio and work with us.

i found a github repo that lets you spin up an ai agency with ai employees

engineers, designers, growth marketers, product managers

each role runs as its own agent and they coordinate to ship ideas

10k+ stars in under 7 days

1. engineering (7 agents)
frontend, backend, mobile, ai, devops, prototyping, senior development

2. design (7)
ui/ux, research, architecture, branding, visual storytelling, image generation

3. marketing (8)
growth hacking, content, twitter, tiktok, instagram, reddit, app store

4. product (3)
sprint prioritization, trend research, feedback synthesis

5. project management (5)
production, coordination, operations, experimentation

6. testing (7)
qa, performance analysis, api testing, quality verification

7. support (6)
customer service, analytics, finance, legal, executive reporting

8. spatial computing (6)
xr, visionos, webxr, metal, vision pro

9. specialized (6)
multi agent orchestration, data analytics, sales, distribution

what i like about this approach is the framing

instead of one big ai agent trying to do everything, you structure it more like a company. specialized agents, clear responsibilities, workflows between them

im curious to see what this actually feels like in practice and if its any good (do your own research)

but as always will share what i learn in public on LI, X, IG and my pod the startup ideas podcast

one thing is for certain and it reminds me

the future belongs to those who tinker with software like this

CEO of Late Checkout, a portfolio of internet companies

4000 people laid off today at Block (almost half the company) and the reason is AI

“we're already seeing that the intelligence tools we’re creating and using, paired with smaller and flatter teams, are enabling a new way of working which fundamentally changes what it means to build and run a company. and that's accelerating rapidly” - jack dorsey

this is unfortunate yet just the beginning. hundreds of thousands if not millions will lose their jobs.

New jobs will be created and many will become entrepreneurs and build ai native businesses

send this to a friend

note: i've noticed in uptick on http://ideabrowser.com of people looking for startup, ideas trends who've been recently laid off

"Things I wish someone told me before I almost gave up on OpenClaw"

the future of building saas

1/ start with a sub-niche inside a big market
2/ map their daily workflow end-to-end
3/ identify where money changes hands
4/ spot the repetitive mechanical steps
5/ quantify the cost of those steps
6/ create scroll-stopping content around that workflow
7/ study which posts get saves, replies, and dms
8/ double down on the organic angles that convert
9/ run paid ads on proven organic winners
10/ capture emails from day one
11/ manually perform the workflow yourself
12/ document every step precisely
13/ separate judgment tasks from mechanical tasks
14/ turn mechanical tasks into structured agent workflows
15/ design agents to complete full tasks, not suggestions
16/ connect to real tools: email, slack, notion, crm, stripe
17/ add orchestration, retries, and verification checks
18/ store user preferences + long-term memory
19/ launch narrow with high-touch onboarding
20/ publish measurable proof: revenue, hours saved, errors reduced
21/ move pricing from per-seat → per-task
22/ shift to outcome pricing tied to revenue created
23/ increase pricing as value compounds
24/ expand into adjacent workflows within the same niche
25/ orchestrate multiple agents across the full lifecycle
26/ build switching costs through data + memory
27/ turn power users into public case studies
28/ hire operators from inside the niche
29/ reinvest profits into distribution + product depth
30/ become the default execution layer for that sub-niche

this is how 3 person teams build 100m companies

what a time to be building

note: find startup ideas on ideabrowser.com

how to build an ai native vertical saas in the claude cowork era:

1. pick a sub-niche inside a large, profitable market
2. map one recurring workflow that drives revenue or saves time
3. write the workflow step-by-step like you’re training an intern
4. separate mechanical steps from judgment calls
5. connect claude to the actual stack: crm, sheets, inbox, slides, contracts
6. remove exports and copy-paste from the process
7. collapse raw data → reasoning → finished output into one session
8. store every output so context compounds over time
9. turn your best prompts into named, reusable commands
10. build memory around the niche (not generic instructions)
11. package the result as a finished outcome
12. price per report, per memo, per meeting, per deliverable
13. publish the workflow collapsing in real time for distribution
14. use organic traction as signal before running paid ads
15. expand into adjacent workflows inside the same vertical
16. layer governance and approvals where required
17. become the default operating layer for that sub niche
18. repeat the model in the next vertical once memory and distribution compound
19. good times

claude can now sit inside real enterprise tools:

– google workspace
– excel + powerpoint
– crm systems
– prospecting tools like apollo + clay
– traffic data like similarweb
– contracts via docusign
- etc etc

that means the model sees the full workflow

the opportunity for you

find a niche.
collapse a workflow.
package the outcome.
own the memory.
expand from there.

that’s how ai native saas gets built now

it's a wonderful time to be building

I raised $3M to make memes. 

Seriously.

I'm the founder of memelord.com, the meme marketing tool used by brands like Polymarket, Kalshi, Lovable, Morning Brew, Coinbase, Dude Wipes, HubSpot, and more.

Inc Magazine called memelord.com the "Canva of Memes", but "Canva on crack" is more accurate.

Memelord is the most unhinged software on the planet.

Built exclusively for meme marketing.

Get text message alerts for new viral memes. Make fully-done AI memes. Use our 1000s of meme videos to go viral. Jump on trends 10x faster, go viral 10x easier.

Jason ️

I just gave an elevator pitch about memes in an actual elevator to Gary Vaynerchuk  

I read his book about social media “Jab, Jab, Jab, Right Hook” in high school. 

Today I got to give him a copy of my book “Memes Make Millions” and say thank you. 

Keep going.

People told me I was crazy.

Now we’re making them memelord millions. 

Been building on the internet since I was 12 years old. 

It’s just the beginning.

Jason Levin ✏️

Founder of Memelord.com • Raised $3M to make memes • Building tools for meme marketers • Author of “Memes Make Millions”

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I saw Gary Vaynerchuk talk about AI to 200 influencers in Miami yesterday

7 harsh truths from the goat:

1. “AI influencers are about to blow up. You hate it because it’ll take your money but it’s happening whether or not you like it”

2. “You hate on AI influencers as inauthentic but you peddle shit you don’t care about”

3. “The more selfless you are, the more you will win. When you’re selfish trying to just be famous you will lose. The more you care about giving your audience value, the more you will win. Everyone plateaus when they’re being more selfish than selfless.”

4. “There’s 8B on earth and about to be 100B ai influencers so you’ve gotta think about what value you’re bringing”

5. “Go even more niche. Attention is so fractionalized now most of you need to go more niche. You couldn’t do that 10 years ago but now you can.”

6. “You just don’t care enough about your community you’re looking at the metrics but don’t care about the people. I flew overnight from LA because I wanna be in the trenches with the community”

7. "We are entering a very weird time where everything is either AI or IRL. Get offline and spend time with your community IRL. AI can't do that."

I moved from NYC to Miami 1 month ago

3 non-obvious reasons Miami is beating NYC so far:

1. Crime

🗽 NYC = disorganized crime (crazy people pushing you on subway, doing drugs in subway, etc.)

🌴 Miami = organized crime (gangs, Russian mob, etc.)

Organized crime sounds worse because of movies, but disorganized crime is much scarier and higher anxiety (SF another great example)

2. Intelligence

🗽 NYC = average person is dumb and psychotically mean 

🌴 Miami = average person is dumb and nice

I hate being around stupid people, but unless you're isolated in the countryside or a monastery, you're forced to live amongst them. 

The average person is just happier here. We all have to be around idiots sometimes, but it's better to have nice idiots than evil ones.

3. Morning walks

🗽 NYC = crackheads, homeless guy taking a dump, anti-Semitic graffiti

🌴 Miami = beach

Enough said.

You wanna launch an iOS app???

Idk how to code but I raised $3M. here's all my learnings so far:

1. Solve your own problems first

Solve your own problems then use the magic of the internet to find people like you. 

You are not that unique. 

If you have a problem, so do other people.

This has been my entire philosophy building Memelord from day 1 to our $3M raise.

I wanted to get alerts of the newest trending memes so I wouldn’t have to doomscroll for new memes all the time. And I wanted them to show up on my canvas and have unlimited AI weird tools. Kinda like a mix of Google Alerts for memes and Adobe.

So that's what I built.

2. Obsess over craft.

Be a software artist. In the age of AI slop, be a rebel. 

Don't add more slop to the App Store, add art.

Sure, AI can vibe code some slop app nowadays in minutes, but real craftsmen don’t want slop. We want art.

My grandpa always told me “measure twice, cut once.” I feel like a lot of people these days ain’t even taking the time to measure bro.

Make art, not slop.

Spend the time and arguing with your team about UX, onboarding, and the little things like haptics (the cool vibrations). See pretty pictures here (https://lnkd.in/exVJeHui)

It's all part of the art.

3. Every app you’ve used is made by people no smarter than you (often dumber).

I don’t know how to code. 

None of my engineers had ever built an iOS app before. My CTO worked in the government this time last year.

yeah, there were a lot of challenges, both on the code side and dealing with the annoying app store approval process, but all I kept saying to my team was, "If other people figured it out, so can we? Everything is figure-out-able."

Full reflections here: https://lnkd.in/exVJeHui

“Memelord” is a remote job you can do from anywhere.

I bet no career counselor ever told you that.

But you can literally just make millions traveling the world and making memes and getting paid by brands

In the last 2 years, I’ve hit:

- Turks and caicos
- Costa Rica
- England
- Miami
- Arizona
- Colorado
- much much more

This summer I’ll be making memes from France, Alaska, and more.

Start memeing you never know where it’ll take you

Follow me, I'm finally showing behind the scenes turning memes into millions

Got a journalist to make my headshot me face-swapped as Steve Jobs ✅

You can just do things

I just got introduced to the biggest record label in the world (to discuss memes of course)

Why would labels care about memes???

Music marketers are using Memelord to break new songs by putting their music behind meme videos 

“There’s a Cold War right now for meme videos on TikToks. Every label has a room full of kids putting their artists’ music behind meme vids”

If you’re a musician, you should be taking your memes seriously.

Every record label is!

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