Good morning 👋
Nobody knows what ARR actually means anymore.
More and more, when you lift the curtain, you find that a lot of that “recurring” revenue isn’t so “recurring” after all, and the spillover effects give the venture asset class a bad reputation.
Dan Gray (one of my new favorite accounts) gave his two cents …
TOP
What’s ARR (actually)?
Dan is one of the best accounts I follow, and he said the quiet part out loud in this tweet.
ARR used to be used as a proxy for the growth and quality of a company; now nobody knows what “ARR” actually means.
To quote Bill Gurley, not all “recurring revenue” is created equal. To quote Dan Gray:
Is it a monthly subscription — paid annually — for a finance tool that is deeply integrated in the operations of customers?
Or is it monthly “experimental revenue” for a new AI tool, where many registered and ‘paying’ users are actually on free trials with a spurious conversion rate?
The “annual recurring revenue” moniker obfuscates a lot of important detail — which “annual run rate” does not hide from. It has helped make investors lazy.
UPGRADE
"This is like getting an analyst for 1/100 of the price ..."
That’s how one reader described his experience when he upgraded his experience with this newsletter.
Where else can you get all of this without hiring at least a part-time person?
Investment memos on companies backed by Sequoia, Accel, Founders Fund, and others ✅
Market maps on up-and-coming verticals (with company data) ✅
Behind-the-scenes looks at how we build and scale this business ✅
Database of 2,000+ venture capital firms ✅
Ultimate VC resource library (400+ curated resources used by the top funds in the world) ✅
Community builder playbook (everything we have learned from running a community-first business) ✅
$50k+ in software discounts (from vendors like beehiiv, Airtable, Loom, Harmonic, and others) ✅
If all of that sounds interesting, see why others are upgrading their experience by checking out our different plans below …
TWEET
LINKS
🤗 One Big Happy Family: CBInsights mapped the entire investor network of nearly 1,000 investors who have backed this year’s AI 100 winners
🔜 How AI Is Reinventing Wealth Advisory: Digital Native explores how the world of financial advisory—a $100B+ global industry compounding 5% a year—is a perfect example of a service industry ripe for AI disruption
📈 Marketing 101 for Startups—Token Launches, Memes, Reaching Devs & More: a16z crypto has a candid discussion about what works and what doesn’t when it comes to building reputation and community, attracting developers, hiring teams and agencies, launching tokens, building founder profiles, etc
🤨 25 Hard Questions Every Founder Should Ask Themselves: Startup founders share their go-to questions for taking a pulse check on everything from product strategy to co-founder relationships to their own decision making
💫 Getting the First Check—Perfecting Your “Team with a Dream” Pitch: Here’s a general framework built around 3 pillars about how to position your startup to actually stand out
📶 living an asymmetric life: How to find asymmetric opportunities
HEADLINES
A new startup is helping cash-strapped GPs buy into their own funds (Pitchbook)
Why nontraditional investors are refocusing on startup unicorns (Pitchbook)
Cathay Innovation raises record $1B fund for vertical AI startups (Pitchbook)
Khosla Ventures among VCs experimenting with AI-infused roll-ups of mature companies (TechCrunch)
POLL
Do you still use ARR as a proxy before making an investment?
Thanks for reading this far and giving us a little bit of your attention this week.
Feel free to unsubscribe whenever this stops becoming valuable to you.
- Clay
(Founder @ Confluence.VC | GP @ Outlaw)


