TLDR: Family Wealth by James E. Hughes Jr

Family Wealth: Keeping It in the Family by James E. Hughes Jr — the classic on why families lose money across generations, and what actually prevents it. Shirtsleeves to shirtsleeves in three generations is a pattern, not a superstition. Hughes argues the cause is...

TLDR: Finish Big by Bo Burlingham

Finish Big by Bo Burlingham asks a question most business books ignore: not what your company sold for, but whether you were glad afterwards. Burlingham interviewed dozens of owners who had exited. The ones who were content had usually started preparing three to eight...