Build AI Startup for $10M ARR, Not $1B Exit
If I were starting an AI company, I would not aim for a $1B exit. VCs will hate this, but I think the new startup model looks like this: In this 1,000 word post I’m going to cover: 1. Bootstrap vs Venture Capital 2. The 4 skills that matter now 3. Where the biggest opportunities are 4. How you should go to market 5. What success looks like INTRODUCTION In 2025, what should be the goal of starting a new venture? Simple. Generate +$10m ARR with less employees than fingers on one hand. Either sell that company, or replace yourself, take some time off, and do it again. And again. Why? Because the relative attractiveness of a business like RB2B … …which LITERALLY RAN ITSELF as a $6m ARR company as the 3 FTE’s went off the grid for a week… vs a VC-backed startup is GREATER than it’s ever been. We sat here and proved that it’s simultaneously possible to: - Hit $6m ARR in 18mo - Have only 3 FTE’s, and - Be AI-native enough to leave for a week And today we’re growing FASTER, from a 50% HIGHER BASE, than we were six months ago. ——— BOOTSTRAP VS. VC The risk-adjusted financial outcome of bootstrapping has always been far greater than VC. Most VC founders don’t make money. (The few that have will comment that I don’t know what I’m talking about. Hi guys 👋) At my other business - Retention.com - we were able to DISTRIBUTE $5m in cash to the founders on our way to $10m ARR. And we haven’t sold, and yes, that business is stuck right now, but the reality is that it generates $9m in profit and we find ways to fight the churn and reinvent ourselves. Meanwhile, almost all of the venture-backed vendors in the Shopify space (with a few exceptions) are suffering a similar fate while burning large amounts of capital every year. Yes, Klaviyo is worth $10b. Yes, there are 1-2 other potential epic success stories. But for the most part, I think if the founders of the other 80% of companies could turn the clock back, they would have probably chosen to do it more like we were doing it. And it’s not just about the money the founders make. That’s just a nice perk. Inevitably most founders stall out and are required to reinvent their businesses completely. The stress of having to do that when you owe someone $100m and your equity is FOR SURE worth less than that, vs. experiencing a mini-exit once a year while you’re doing it, is a night-and-day difference. I can’t imagine how miserable I would be if we’d raised $50-$100m in 2022. If I’m honest, I probably wouldn’t be around anymore. ——— THE 4 SKILLS THAT MATTER NOW I believe that an entire internet will be built on top of the current version of LLMs, with little incremental improvement of the base layer necessary. It can already do an incredible amount of things unbelievably well… IF AND ONLY IF you know how to prompt well. Realistically, the average joe will NEVER be able to prompt well. And there is a multi-100-trillion-$ opportunity in that fact. CONTINUED BELOW 👇
AI Code Models Deliver Undeniable Speed‑ups on Rails, Basecamp
Opus, Gemini 3, and MiniMax M2.1 are the first models I've thrown at major code bases like Rails and Basecamp where I've been genuinely impressed. By no means perfect, and you couldn't just let them vibe, but the speed-up is...
Scaling to 2026 Starts with Culture‑Fit Hiring
Scaling into 2026 = people first. 🧑💻🚀 Moonshot AI’s CEO Aviv Frenkel on why hiring the right culture-fit talent is the hardest—and most important—part of scaling. 🎧 SaaS CFO Podcast Ep. 224 ▶️ https://t.co/4EAZEOUVMC #SaaS #AI https://t.co/zmI6T4zr2r
Identify Site Visitors, Generate 500 Leads in 3 Months
A friend of mine got 500 quality opportunities in 3 months after adding RB2B to his company's travel insurance site. Already closing deals from it. RB2B identifies visitors on their product pages, sends them through Zapier to Teams. Their sales teams then...

Financial Buyers Beat Strategic Acqs for SaaS Exits
Every founder dreams of the "strategic" acquisition. You imagine Google, Meta, or Salesforce knocking on your door with a blank check because they "need" your tech. It’s a great story but it’s a rare outcome. Strategic deals are notorious for: > Months of...
AI Disruption Hits Jobs, Margins, and Markets
📰 Top AI+B2B News - Fri, Dec 26 https://t.co/MWFHfEuzpm Top Stories: 1. A Wealth Tax Floated in California Has Billionaires Fleeing 2. They graduated from Stanford. Due to AI, they can't find a job 3. Oracle shares on pace for worst quarter since 2001...

10K+ Leaders Reveal Scaling Strategies at SaaStr AI 2026
We’re back SaaStr AI Annual 2026. May 12-14, SF Bay 10,000+ of the best sharing How to Scale in the Age of AI https://t.co/NVT7jfcW2s

Why Some Founders Remain Stuck at $0 MRR
Founders that are stuck at $0 MRR: https://t.co/czb0gM4q94

Success Comes From Many Small Clients, Not Just Whales
Some businesses are built on whales. Some are built on 2,450 customers at $200/month. https://t.co/KXEfn6QXS5
GenAI Turns E‑commerce Into Self‑Optimizing CRO Engine
Can GenAI replace your CRO team? 🤖📈 Moonshot AI turns e-commerce sites into self-optimizing “living organisms” focused on conversion rate—not guesswork. 🎧 SaaS CFO Podcast Ep. 224 ▶️ https://t.co/4EAZEOUVMC #SaaS #AI https://t.co/vCDmQKpsB4
Mediocre VP Breeds a Cascade of Weak Hires
When you get tired, and settle on a mediocre VP You also settle on their 10-15 mediocre hires to come
Customers Crave the Transformation, Not the Product Itself
Your customer doesn't want your product. They want the transformation your product creates.
Early‑stage Success Driven Primarily by Internal Capabilities
Great to see ecosystems getting more recognition as a crucial part of GTM strategy. 🙌 This is my favorite graph from Battery Ventures ' new State of AI report, showing the relative importance of different kinds of competitive moats —...
Start at BOFU: 100× Better B2B SaaS Lead Generation
Popular marketing advice: ''Start at TOFU'' But we get 100x better results with a BOFU-first workflow for B2B SaaS lead gen. Here’s how it changes the game: - Instead of chasing cold leads and hoping they’ll convert someday, we focus...
Multiple LOIs Create Auction, Maximize Exit Value
If you want a premium exit, you can’t rely on one "perfect" suitor. One buyer means no buyers. You need leverage and leverage comes from competition. To get the deal you want, the funnel usually looks like this: > 100 NDAs signed >...
Speed of Learning From Failure Drives Competitive Edge
Your competitive advantage isn't what you do. It's how fast you learn from what didn't work.
Each Customer Milestone Teaches a New Business Skill
Your first customer teaches you sales. Your first 100 customers teach you product. Your first 1,000 customers teach you systems.
Turn Boring Tasks Into AI‑driven Efficiency, Then Deliver Value
Pro tip: If you're doing work that is boring and feels like a grind, you can often inject excitement by spending some time on figuring out how to do it better/smarter or in a more automated way with AI. Don't get...
Attend Few Key Events, Build Relationships Regularly
My rough advice for events, having produced many of them, with lots of data: - Go to 2 of the top events in your industry each year - Go to 2 local meet-ups, dinners, etc. in your industry each month...
New Creds Tool Reads .env with Command Interpolation
The upcoming https://t.co/6SX7zmEyrA.creds will now also look for .env, which supports command interpolation, so you can fetch keys directly from 1password or the like in development: https://t.co/E3ueHDWGqj
AI Agents Give Small Businesses Fortune‑500 Capabilities
The corollary is that because of AI agents, every small business and entrepreneur now has the resources of a Fortune 500 at their disposal. Technology has always been about producing more abundance and better access to a given resource. We’ve...
Improving HubSpot's Core Boosts 270k Companies
These are kinds of things that delight customers (and founders). When a core part of HubSpot gets better, 270k companies benefit.

Surprised Okta Skipped Their Year‑In‑Review
I’m actually surprised Okta didn’t do a “your year wrapped” https://t.co/EqJOiQsIGv
LinkedIn Bans AI SDR Spam, Proving Quantity Fails
The AI SDR model just got its death sentence. LinkedIn banned Artisan (raised $35m) and their entire leadership team - for spamming the platform into oblivion. Let that sink in. This isn’t some scrappy startup getting slapped. This is a...
Second Product Demands Its Own Dedicated Sales Team
Biggest challenge with rolling out a second product: Sales will sell whatever is easiest to sell A second product needs a second sales team maybe even from Day 01
Real Growth Comes From Pipeline, Not Pageviews
After working with 100+ B2B SaaS teams, I’ve heard many horror stories about their past agencies. What most agencies think: - Growth means more traffic, more MQLs,… - Specialization is optional. - Juniors can handle the work. - You’ll see...

Profitable Startups Hold Real Acquisition Leverage in 2026
If you are a profitable startup, you have the only leverage that actually matters in an acquisition in 2026. You don't need to sell. This means you can walk away from bad terms or lowball offers without hesitating. Buyers can smell...

AI Strategy Boosts SaaStr Growth From -19% to +47%
From -19% to +47% growth over the course of 2025. Here's how we turned SaaStr's traffic (and SaaStr itself) around in 12 months: 📉Through April 2025, we were down 19% in active users, 22% in views. The slow bleed every B2B...

AI Boosts PM Output, Not Strategic Thinking
What exactly AI is doing for people, function by function Results from a large-scale AI productivity survey of my 1m+ newsletter subscribers (with @noamseg) 1. PMs are seeing the most value from AI tools to (1) write PRDs, (2) create mockups/prototypes, and...
Shopify Fuels Agentic Commerce's Creative Shopping Explosion
I'm really really excited about Agentic Commerce. There is so much amazing stuff being built. Everything I test just feels delightful and right. Shopify is building all the layers of infrastructure to power a new cambrian explosion of creativity in...
AI SaaS Lifts TAM by Cutting Implementation Overhead
Is AI constrained by software TAMs? When people think about the TAM for AI B2B software, a common refrain is "it's so much bigger because AI will automate services and labor." I think this will happen long-term, but it requires a...
Standardize PIPs to Preserve Culture While Removing Underperformers
As founders enter the scale stage, there is a lot of talk about on-boarding talent, but very little talk about off-boarding talent. When scaling a sales team, if you get the new hires right 90% of the time, you are...
AI Boosts Tech Workers' Productivity, Saves Half-Day Weekly
Is AI delivering real productivity gains? What's the ROI so far? Hot takes abound, but data have been scarce. Noam Segal and I took it upon ourselves to find out what’s actually happening on the ground by running one of...
Few Paying Customers Beat 99% of Startups
Friendly reminder that if you have just a few paying customers, you’re doing better than 99% of startups.
2025 Predictions: Strong IPO Surge, Google Leads AI
Every year I make a list of predictions & score the previous year’s. You can find my 10 Predictions for 2026 here. 2025 was a good year : I scored 7.85 out of 10. 1. The IPO market rips. Score...
AI Amplifies Your Beliefs, Not Just Efficiency
AI will scale whatever you already believe about customers. Including the limits you’ve been mistaking for reality. Same technology. Two questions. Completely different outcomes. Question #1: What’s the most we can do for our customers? That question breaks constraints. It...
Vertical SaaS Outpaces Horizontal: Lower Churn, Stronger Exits
After funding 200+ SaaS startups, a clear trend has emerged at TinySeed . Vertical + Orthogonal SaaS is outperforming Horizontal SaaS. Lower churn. Better retention. Stronger exits. In episode 812, I share the 2025 State of TinySeed, including TinySeed’s growth,...
Keep Growing During Due Diligence, Don't Stall Valuation
Common deal killer I see at @acquiredotcom? Stalled growth during due diligence. When you decide to sell your startup, it’s tempting to shift 100% of your focus to the deal. You stop shipping features. You pause marketing. You start mentally checking out. But buyers...

Moonshot AI CEO Shares AI CRO Scaling Secrets
🎙️ New SaaS CFO Podcast w/ Aviv Frenkel, CEO of Moonshot AI 🚀 🤖 AI-powered CRO for e-commerce 🌍 Global GTM from day one 💸 $10M raised & scaling fast Episode 224 👇 ▶️ https://t.co/4EAZEOUVMC #SaaS #AI https://t.co/MYaKCp7TD6
New AI Agent Integrators Will Redefine Enterprise Workflows
To get the full benefit of AI agents you often need to change your underlying workflows, and keep up with a very fast moving AI space. Because of this, there are at least 2 entirely new categories of business models...
Parallel Due Diligence Compresses Timeline and Boosts Competition
How long should due diligence take? Ad hoc diligence begins Day One of a process, but the detailed, confirmatory diligence right before closing the deal should last roughly 3-4 weeks (assuming you run a tightly controlled process). If it were...
Chatting with Google Calendar via Claude Code CLI
got Claude Code set up with its own Oauth token for Google Calendar access from the CLI cannot unsee the ability to be chatting with my time organization in context and so much more composable than with a pre-set app...
AI Agents Will Outprice Human Labor by 2026
11 Predictions for 2026 Every year I make a list of predictions & score last year’s predictions. 2025 was a good year : I scored 7.85 out of 10. Here are my predictions for 2026 : 1. Businesses pay more for AI agents...
Freemium AI Conversions Hover Around 2%—Scale Requires Tens of Millions.
The AI Freemium Math is Brutal — But It Works at Scale 1⃣ChatGPT: 800M users → 15M paid (2%) → $20B ARR 2⃣Gemini: 650M users → Est. 2-3% → Part of Google 3⃣Claude: 30M users → Heavy API/Enterprise → $5B ARR 4⃣Perplexity: 30M users...
Query ShopifyQL From Python for Instant Dashboards
Did you know you can query ShopifyQL directly from python? Use it in your jupyter notebooks or tell calude code about it to get any dashboard you want https://t.co/LCNN7Mu23X
AI Unifies Marketing, Sales, and Support Into One Agent
"AI is converging marketing, sales & support. They are becoming 1 AI agent. Not 10 different pre-AI SaaS products. In fact, it's already happening in e-commerce." The latest with @rodriscoll @HarryStebbings + me https://t.co/Uhpain34qX
Automate Freight Billing, Get Paid 5 Days Faster
Lighthouz AI (@lighthouzai) helps freight brokers and 3PLs improve their cash flow and get paid 3-5 days faster. They automate freight bill audits and invoicing—turning long processing cycles into hours, enabling teams to handle 4-5x more volume without adding headcount. https://t.co/IAWfd57O3O
Master the Ordinary, Skip the Trend Chase
In marketing everyone is searching for the next big thing. My advice? Stop chasing trends. Instead figure out how to do common things uncommonly well.
Jagged vs Smooth AI: Incumbents Win Edge, Disruptors Dominate Core
Banger by @emollick. His Jagged Intelligence concept really has become one of the most important ideas in AI. In B2B AI, you could argue that it reveals a framework for disruptor versus incumbent success: * Jagged Intelligence area => advantage to incumbents,...
A 5‑minute Nudge Turns Site Drop‑offs Into Deals
We worked with a founder who helps leaders become thought leaders on LinkedIn. Had a major issue with drop-offs that he couldn’t track down, so he added RB2B to his site. Every week, he checked who visited. Sorts them as ICP...