Our Insights
The Secret to Creating Synthetic Equity
Here’s how you borrow money from the government for free. If you can avoid, reduce, or defer taxes, it’s essentially an interest‑free loan from the government that you get to invest. I call...
The Secret to Creating Synthetic Equity
Here’s how you borrow money from the government for free. If you can avoid, reduce, or defer taxes, it’s essentially an interest‑free loan from the government that you get to invest. I call...
Optimizing a $15M Portfolio in California
Had a great call yesterday with someone with a $15M portfolio.His 3 main pain points:1. Concentrated stock from a previous employer2. Large W‑2 income from RSUs with his current employer3. Looking at buying...
Optimizing a $15M Portfolio in California
Had a great call yesterday with someone with a $15M portfolio.His 3 main pain points:1. Concentrated stock from a previous employer2. Large W‑2 income from RSUs with his current employer3. Looking at buying...
What Happens When You Combine NUA, 351 Exchange...
Let’s start with the situation. Suppose someone has: $3M in a 401(k) $1.5M of which is employer stock A cost basis of only $200k in the stock Many people would...
What Happens When You Combine NUA, 351 Exchange...
Let’s start with the situation. Suppose someone has: $3M in a 401(k) $1.5M of which is employer stock A cost basis of only $200k in the stock Many people would...
How We’re Getting Paid to Deploy Claude Into th...
One of our AI investments I’m SUPER excited about right now.There’s so much demand from businesses wanting to implement AI that Anthropic and our PE partner created a new business unit focused...
How We’re Getting Paid to Deploy Claude Into th...
One of our AI investments I’m SUPER excited about right now.There’s so much demand from businesses wanting to implement AI that Anthropic and our PE partner created a new business unit focused...
Why “Tax‑Aware” Investing Fails Without Real Fi...
This is why financial planning and investment management should not be separated. I’ve heard people say: “Just pair tax‑inefficient investments with strategies that realize deductions and it all nets out.”...
Why “Tax‑Aware” Investing Fails Without Real Fi...
This is why financial planning and investment management should not be separated. I’ve heard people say: “Just pair tax‑inefficient investments with strategies that realize deductions and it all nets out.”...
Tax-aware long-short, Crystal Meth, and Minivans
Greatest conference of all time 😄Two days completely dedicated to taxable investing. I was in heaven.Key takeaways:• Jeff Chang, CFA has a thing against CPAs and Minivans• If you ask...
Tax-aware long-short, Crystal Meth, and Minivans
Greatest conference of all time 😄Two days completely dedicated to taxable investing. I was in heaven.Key takeaways:• Jeff Chang, CFA has a thing against CPAs and Minivans• If you ask...