TLDR Founders

TLDR FOUNDERS 2025-06-09

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02STRATEGIES & TACTICS

HOW PLAID FOUND PULL

Plaid wasted months building finance apps nobody wanted until Venmo suffered through a painful purchasing process to buy its bank connection backend. That pain proved the demand was real. While Venmo was still buying, Plaid pitched 15 other fintechs with a simple question: "Venmo doesn't want to manage bank integrations themselves - how are you different?" Turns out nobody was different - they all bought Plaid's janky automations because building connections to thousands of banks themselves was impossible.

howtogrow.substack.com4 min read

SHOULD YOU "RENT" AN EXEC FOR YOUR STARTUP?

A wave of senior execs are ditching full-time work to become "fractional" leaders - part-time operators who embed in startups to solve specific problems. You can tap them to close enterprise deals when you have no sales leader and build financial models before you can afford a CFO. The real unlock though is that watching them do the job teaches you exactly what to look for when you finally hire full-time.

review.firstround.com6 min read

HOW I'D RUN A SAAS PRICING PROJECT FROM SCRATCH

Most startup SaaS companies think about pricing by raising prices 20% and crossing their fingers. However, there are actually different strategies depending on your company stage – the 20% approach can work for new companies that need simple pricing that works, but as you grow, your pricing needs to adapt in this specific order: how many plans you offer, when customers hit usage limits, what features cost extra, and only then the actual prices.

newsletter.pricingsaas.com5 min read

03TOOLS & RESOURCES

Sponsored

☠️ VIRTUAL DESKTOPS ARE DEAD! SECURE DATA AND APPS (LOCALLY) INSTEAD

Relying on VDI to secure contractors and remote employees on unmanaged computers isn't necessary! Venn's Secure Enclave technology [11] isolates and protects work data and all apps locally on a user's PC or Mac. Ditch legacy VDI. Quickly secure work on any device. SEE

info.venn.comSponsor

UNUSUAL AI

Drives pipeline by delivering personalized content to each website visitor.

unusual.aiTool

EXTROVERT

Extrovert helps you engage prospects on LinkedIn by tracking posts, identifying key conversations with AI, and enabling your team to comment thoughtfully at scale.

goextrovert.comTool

POTPIE AI

Potpie AI lets you create custom AI agents that handle engineering tasks like debugging, system design, and onboarding with precision, using context from your own codebase.

github.comTool

04MISCELLANEOUS

THE COMPLEXITY CRISIS

AI makes building apps so easy that companies will soon juggle thousands of them - but they all require connecting to legacy systems nobody can replace. This creates a massive mess that someone has to fix. Accenture is already winning by helping companies deal with this chaos. The big money may not be in building another app - it's in being the middleman who connects everything.

99d.substack.com5 min read

CONTEXT, COLLABORATION, INTENT, AND INVESTMENT

Most companies waste incredible energy chasing quarterly goals while ignoring the foundational models that actually drive success. One company discovered that 20 teams had built business cases to move the same metric - if all succeeded, it would have increased 500%, which was physically impossible. The fix isn't better planning but understanding four basics: Context (customer journeys and capability maps), Intent (what you're trying to achieve), Collaboration (how teams work together), and Investment (where you put resources).

cutlefish.substack.com3 min read

HOW BLOCKCHAIN COULD REVOLUTIONIZE VENTURE CAPITAL AND PRIVATE EQUITY

Blockchain could revolutionize venture capital by using tokenization, smart contracts, and DeFi to increase transparency, efficiency, and accessibility. Tokenization allows fractional ownership and liquidity, while smart contracts automate transactions and compliance. However, challenges such as regulatory ambiguity and technical risks remain significant hurdles.

microventures.com7 min read