Essays by Ry Walker

Essays on AI, startups, and software engineering by Ry Walker, founder of Tembo and Astronomer.

Feb 5, 2026Where to Start If Your Outbound Is Stuck

Three concrete moves for sales leaders rebuilding outbound in 2025 — audit the last twenty cold emails, pick fifty prospects to warm, then measure the gap.

Feb 4, 2026The Uncomfortable Truth About Outbound

Most sales teams want a tool that fixes outbound. The next AI feature, the next intent provider, the next personalization engine. It won't. The game changed underneath them.

Feb 3, 2026The Outbound Math Has Changed

Old model — 1,000 cold emails to 1 deal. New model — 200 warmed prospects to 4 deals. The unit economics of outbound flipped, and most teams are still optimizing the wrong funnel.

Feb 2, 2026Manufacturing Warm at Scale

Stop trying to make cold outreach feel warm. Start engineering touchpoints before the ask, so the email is the last step of a relationship — not the first.

Feb 1, 2026The Trust Collapse in B2B Outbound

AI doesn't write bad cold emails. It writes good ones. And good cold emails are now suspicious — that's the uncanny valley of sales, and it's killing response rates.

Jan 31, 2026The Automation Arms Race Nobody Wins

Everyone got the same AI outbound stack at the same time. The result is inboxes full of emails that are suspiciously, uniformly perfect — and uniformly ignored.