3 Words Max: The New Rules of Cold Email That Print Money

Jesse Ouellette bootstrapped to $2.2M ARR in 18 months using cold email. When I asked what most founders get wrong about outbound, he said, "Most of their tactics are from 2019." Here's what works in 2025:

1. Subject Lines: Keep it to 3 words max.
2. Clear Value: Each email should offer exactly one clear benefit.
3. Social Triggers: Reference recent funding, LinkedIn activities, or mutual connections to boost relevance.
4. Problem-Focused: Directly address specific pain points your prospect is facing. Not features.
5. Follow-ups win: New angles every 3 days close deals faster than pressure.

Of course, this is just the short version.

Tomorrow he's joining me "Unf*ck Your Startup" LIVE at 3pm ET to go over his cold outbound playbook in depth and help you fix your outreach.

Register here: https://us06web.zoom.us/webinar/register/WN_MRRTGcgpQmGYGEO7EyhSTw#/registration