What I Learned Working at a Multifamily Office
It sounds impressive to say you take an “endowment-style” approach to investing. You get to talk about endowments, foundations, and institutional sophistication. In reality, I think a lot of people...
What I Learned Working at a Multifamily Office
It sounds impressive to say you take an “endowment-style” approach to investing. You get to talk about endowments, foundations, and institutional sophistication. In reality, I think a lot of people...
A Smarter Way to Fund Retirement Spending
Most people default to the most boring version of “tax‑efficient income”: Muni bonds that are tax‑exempt but only yield sub‑5%. Not very enticing. Here’s how I think about building a...
A Smarter Way to Fund Retirement Spending
Most people default to the most boring version of “tax‑efficient income”: Muni bonds that are tax‑exempt but only yield sub‑5%. Not very enticing. Here’s how I think about building a...
Why Margin Interest Usually Can’t Offset Divide...
Here’s how you avoid taxes on dividends (when it actually makes sense) There’s been a lot of confusion around this lately, so I want to clear it up. Margin interest...
Why Margin Interest Usually Can’t Offset Divide...
Here’s how you avoid taxes on dividends (when it actually makes sense) There’s been a lot of confusion around this lately, so I want to clear it up. Margin interest...
The Quiet Risk Building Inside Private Credit
Private credit is in the bubble of all bubbles There’s been a massive influx of capital that needs to be deployed, and that pressure is leading to weaker underwriting in parts of...
The Quiet Risk Building Inside Private Credit
Private credit is in the bubble of all bubbles There’s been a massive influx of capital that needs to be deployed, and that pressure is leading to weaker underwriting in parts of...
A 2% Mistake That Costs $37 Million
This investor is leaving $37m on the table The “plan” (if you can call it that) looked like this: 90% equity portfolio with active management and high turnover Taxable Roth...
A 2% Mistake That Costs $37 Million
This investor is leaving $37m on the table The “plan” (if you can call it that) looked like this: 90% equity portfolio with active management and high turnover Taxable Roth...
Buy. Borrow. Die.
I just borrowed at sub‑4%, and the interest is tax‑deductible. I write a lot about sophisticated tax-aware strategies, but one of the most powerful setups is also one of the simplest:...
Buy. Borrow. Die.
I just borrowed at sub‑4%, and the interest is tax‑deductible. I write a lot about sophisticated tax-aware strategies, but one of the most powerful setups is also one of the simplest:...