Rebuilding From Rock Bottom:Turn Bankruptcy Into a Breakthrough with Mike Chaput

28 Jan 2026 · 44 min
Episode

28 Jan 2026 · 44 min

0:00

Interview with Mike Chaput (host Bill Gallagher) recounting Chaput’s arc from buying PCs Networks in January 2000 at age 24, surviving the dot‑com crash and 9/11-era downturns, then filing bankruptcy in 2004 after a losing combination of talent loss and a personally guaranteed lease. Chaput describes launching a new company, Insight (early 2000s), adopting a recurring‑revenue managed‑IT model inspired by mentor Gary Pica, and over time building a durable services company (host intro references scaling past $35M and 100+ employees). The conversation covers practical lessons: the primacy of selling, hiring/partnership dynamics, moving from project to recurring revenue models, using Rockefeller Habits / one‑page plans to align vision and metrics, personal practices for resilience (SAVERS: silence, affirmations, visualization, exercise, reading, scribing), family impacts (son Daniel born Sept 2003; wife left workforce then), and how to treat disruptions (broadband, COVID, LLMs) as opportunities rather than pure bad luck.

Questions this episode answers

January 2000 (Mike was 24 at the time).

2004.

September 2003 (son named Daniel).

About $3 million in total revenues (with roughly $1.5M from the development arm).

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