Packy McCormick

Writer behind Not Boring, one of Substack’s biggest business newsletters. Turned a side-project newsletter into a venture fund empire.

Origin & Background

From Napping Startup to Newsletter Empire — finance to napping startup to writing The Failed Not Boring Club That Became Not Boring — the physical club idea that became the newsletter name The In-Laws Basement with a Baby on the Way — zero income, pregnant wife, in-laws’ basement Writing to Not Forget - The Grandmother with Alzheimers — the personal reason he writes so much

Voice & Positioning

The Ben Thompson Plus Bill Simmons Baby — finding “voice-market fit” through Write of Passage

Growth

A Year Below One Thousand Subscribers — a year of slow growth before the hockey stick The Product Hunt Launch That Tripled His List — from 1,200 to 3,200 subscribers in days One Hundred Podcasts in Two Years — saying yes to every podcast invitation The Sponsor Deck Tweet That Sold Out Months of Ads — radical transparency as monetization strategy

Business & Investing

The Accidental Flywheel — writing feeds investing feeds writing, built by accident I Never Thought I Could Be an Investor — from first angel check to $30M fund The Fund Raised with a Memo Not a Deck — using a written memo to raise a VC fund