Archive for June 2026
The Art of Creating Income
Growing wealth through long-term index investing is straightforward, but selling shares monthly to fund retirement income carries sequence of returns risk that can permanently damage a portfolio. Income-generating assets like…
Read MoreTurning Over Concentrated Stock Positions into Income
An investor with more than 60% of her net worth in a single stock used a concentrated stock strategy combining a protective collar, a securities-backed loan, and a private infrastructure…
Read MoreThe Wealthy Borrow
The wealthy often borrow against their portfolios rather than sell appreciated assets, since selling triggers capital gains taxes. Strategies like securities-backed lines of credit and box spreads can provide access…
Read MoreSpaceX IPO
When a Trillion Dollars Is Not a Bargain
Highly anticipated IPOs like SpaceX often carry price-to-sales ratios far above historical danger zones, a metric that has reliably predicted poor three-year returns for decades. Even great companies can be…
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