
#197 — The doorman fallacy for founders
Startups are falling for what is known as the doorman fallacy: reducing rich and complex human roles to a single task and replacing people with AI.

#178 — The art of the investor update
Sending world-class investor updates is one of the highest-value rituals you can learn. It matters more than most founders realize – in good times and especially in bad.

#177 — Pitching to angel investors
Securing angel investment can be a pivotal moment for any startup yet, the process of pitching to angel investors requires more than just a compelling idea.

#176 — How to build an investor map for startups
Securing the right investors can be a game-changer for any startup but how do you ensure you’re targeting the right people?

#175 — Types of startup investors
Startup funding is not one-size-fits-all. Different investors care about different things. The better you understand who you’re pitching, the better your chances.

#174 — Post-money SAFEs for founders
SAFEs have become the go-to investment vehicle for pre-seed and seed rounds, but they're not without their complexities.

#173 — Canada vs. US incorporation
Choosing between Canadian and U.S. incorporation is a critical decision. Changing course after incorporation is costly and complex. You must choose wisely.

#171 — Consumer 2.0: The return of consumer software
With the emergence of AI, the consumer software window has reopened after 11 years of drought.

#167 — How to grant equity in a Delaware LLC
Many non-US founders launch their startups as LLCs but that initial choice can make granting equity more complex.

#165 — Legal structures for LatAm startups
There’s confusion around what legal structures make sense for Latin American startups and mistakes can cost millions.

#164 — Board reporting for founders: The essential guide
Reporting to your board is a critical aspect of running a startup. It's important to understand the reporting process and the best practices for effective communication.

#161 — The fundraising calendar
There is a seasonality to fundraising. When you raise your next round can have as much an impact as vision, product, and team. Don't leave it as an afterthought.

#143 — How to start an open-source startup
While fraught with tensions, OSS remains a positive force and a viable way to create and distribute software.

#73 — Best practices: When should you raise your Series A funding?
Timing is everything when it comes to raising Series A funding for your startup. Here’s how to know if the timing is right.

#72 — Alternatives to venture capital
VC isn’t the only path – strategically choose funding that matches your timeline, model, and long-term vision to retain control and maximize success.

#70 — Best practices: How to raise seed money for your startup
Turn your startup idea into a fundable reality with a well-prepared fundraising strategy to secure seed funding.

#69 — How to raise capital for your startup
Secure your startup's future by mastering the complete funding process, from bootstrapping to IPO and beyond.

#60 — Cap tables for startups explained (+ free cap table template)
A well-managed capitalization table (cap table) is essential for fundraising and strategic decision-making.

#38 — Best funding options for startups (2025)
Explore funding sources, tips on preparing for funding conversations, and common mistakes to avoid.