Founder, chairman and CEO, Fairfax Financial Holdings, 1985-present
Wrote no book, but forty consecutive annual shareholder letters that are among the most complete and candid primary records of insurance-float value investing.
42 letters · 7 books they recommend
Every Watsa letter from the first one in 1985 to 2025 is an individually addressable PDF under fairfax.ca/wp-content/uploads/ - 41 letters in total, in three filename generations: <year>-Letter.pdf for 1985-2000; no standalone file for 2001-2010, where the Chairman's Letter is the opening section of AR<year>.pdf; and per-year descriptive filenames from 2011 on. fairfax.ca/investors lists only 2017-2025; the earlier files are still live but unlinked.
Watsa has written a Berkshire-style chairman's letter every year since 1985 and names books in them; each entry links to the letter and page.