5 most read growth dives

I didn't expect this one to land so hard, but it did. If you're still onboarding users through passive checklists — "install the extension," "connect your CRM" — this breaks down why that approach teaches nothing.

Grammarly built one of the best upgrade triggers I've ever seen — and then killed it with the checkout flow. There's a template inside for how to design an upgrade trigger that doesn't reopen decisions your user already made. Save-worthy if you're touching anything on the payment side.

If you're adding an AI chat to your funnel — or thinking about it — read this before you ship. G2's bot drained a warm lead's motivation in under 20 minutes. Three redesigned chat mockups inside showing what "actually helpful" could look like.

I wanted to give Anthropic money. Like, actually wanted. And then their upgrade screen scared me off in four screens. This one's about how to design a payment moment that doesn't make your users do mental risk math for a purchase they've already decided to make.

Most free users have never seen your pricing page. They saw "free," they signed up. So if your onboarding doesn't tell them what's included before setup — they won't set anything up, won't get a result, and won't upgrade. Relay.app nailed it with one screen. Three checks inside for designing a free tier that actually gets people to a result.