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Chenmark Weekly Thoughts

A weekly essay series running since September 2014 from the Portland, Maine holdco's founders: short, candid pieces on buying and operating small businesses, written a year before they bought their first company and continuously through building a multi-company group.

At a Glance

Pricing
Free, Free; subscribe on the site, full archive open.
Best For
A weekly dose of what the holdco path actually feels like, from people a decade in, without a course or community attached
Roadmap Stages
1. Decide if ETA Is for You8. Close & Transition

Pros and Cons

Pros

  • A decade-plus archive that documents the journey in real time rather than in retrospect
  • Candid about the gap between holdco spreadsheet math and the daily reality of small operations
  • Zero monetization pressure on the reader: no product, no cohort, no gate

Cons

  • Essays, not instruction; you will not find a how-to sequence here
  • Seasonal-business (their portfolio) specifics color some operational takes
  • Publishing cadence and depth vary week to week, as a real operator's writing does

What Searchers Say

A quiet staple of SMB reading lists; the archive's Required Reading and small-business-resources pages are themselves cited as curation. Referenced regularly when the holdco conversation turns from theory to practice.

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