Christopher Dessi
Christopher Dessi

The Reinvention Brief

Straight answers on executive reinvention, career change after 40, and coaching — from someone who has done it in public.

2026-08-27

How Do Executives Over 40 Reinvent Themselves?

A concrete five-step framework for executive reinvention after 40 — inventory, premortem, positioning, a 30-day plan, and public commitment — from Chris Dessi, author of There Is No Tomorrow.

2026-08-27

Is Executive Coaching Worth It? What It Costs and When to Skip It

What executive coaching costs in 2026, when it pays for itself, when you should skip it, and how to vet a coach — an unusually honest guide from executive coach and author Chris Dessi.

2026-08-27

The Career Premortem: A 15-Minute Exercise That Saves a Year

How to run a premortem on your career change: the exact steps, the failure patterns executives find, and how to turn the list into a plan. By Chris Dessi, founder of Torque AI.