Stories Guides, tactics and trendspotting for founders who buy, sell and build
From the blog.
Website investing for bootstrappers – no, you're not buying a magic internet money tree
Forget passive income fantasies – website investing is digital private equity for bootstrappers who actually want to work. Here’s how to do it right …
Your First Deal Will Feel Awkward – Do It Anyway
Your first deal will be messy, awkward, and a little embarrassing – perfect. That discomfort is proof you’re levelling up. Every founder starts here; …
The archive
The Solopreneur Delusion: Why Going Solo in 2025 Is Survival, Not Freedom The solopreneur boom isn't a lifestyle choice – it's economic triage. Here's what the data really … AI Won't Make You Rich, But Owning Digital Assets Might Everyone’s chasing AI dreams, but the quiet winners are buying and flipping digital assets. Ownership, not … How to Actually Do Technical Due Diligence (Without Getting Duped) Clean code can hide chaos. Real due diligence means digging past the demo to uncover hidden … How Much is Your Newsletter Really Worth? The Complete Guide to Newsletter Valuation Most newsletters aren’t media empires – they’re micro-brands with momentum. The trick is knowing what that … The Death of Content Websites: Why Indiemaker Never Liked Them Anyway The SEO gold rush is over – and good riddance. Content sites built on Google’s whims … AI Won’t Kill SaaS – But It Will Wipe Out the Unprepared AI won’t kill SaaS – sameness will. As the code barrier disappears, survival shifts to story, … The Silent Killer of Your Dreams: Passive Ambition and How to Crush It If you're playing it safe, you're probably playing it small. Learn how "Passive Ambition" is quietly …