Sep 23, 2026
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4 min read
Why a winning startup investment can still leave you waiting for cash, plus the spending habits that can outlive the reasons you started saving.
Sep 21, 2026
Why the same $250k investment can make perfect sense for one person and be a huge mistake for someone else.
Sep 16, 2026
Why a founder’s exit can turn an owner into a lender, plus the investing blind spot that can survive a successful business sale.
Sep 11, 2026
2 min read
Why I use cash flow to fund a longer-term bet, and why more deals don’t always mean more diversification.
Sep 10, 2026
Why a $100M franchise system is not $100M of franchisor revenue, plus the recurring service opportunity that can remain after a restaurant closes.
Sep 4, 2026
Why a $100M portfolio can still feel empty, plus the simplicity premium hiding beneath the polished complexity of alternative investments.
