Alex Caswell CFA® CFP® EA (@alexcaswealth) 's Twitter Profile
Alex Caswell CFA® CFP® EA

@alexcaswealth

Wealth guru for Silicon Valley's movers, shakers, builders, and doers. Sharing tips on reducing taxes, maximizing equity, and optimizing wealth.

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linkhttp://www.mywealthscript.com calendar_today16-04-2025 22:05:15

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Alex Caswell CFA® CFP® EA (@alexcaswealth) 's Twitter Profile Photo

The market’s at an all‑time high. Fed’s cutting rates. Nvidia = $5 trillion. Everyone’s yelling “AI bubble.” So how do you protect your gains? → Sell strategically → Use tax‑loss harvesting → Hedge with options → Diversify via exchange funds → Use intelligent charitable

Alex Caswell CFA® CFP® EA (@alexcaswealth) 's Twitter Profile Photo

Just because someone starts with a 50-year mortgage or a 15-year car loan doesn't mean that they can't refinance it to a shorter loan later, pay it all off at once, recast the mortgage, or sell in advance of the loan expiring. The equity/interest argument is really thin.

Alex Caswell CFA® CFP® EA (@alexcaswealth) 's Twitter Profile Photo

Think tax loss harvesting only happens in December? Think again. Smart investors, especially Bay Area tech professionals, use this year-round to manage capital gains, control taxes, and reinvest faster. Here’s what you’ll learn 👇 ✅ What does tax loss harvesting actually mean

Alex Caswell CFA® CFP® EA (@alexcaswealth) 's Twitter Profile Photo

More investors need to understand that the opportunity zone investments, by nature of the way the government set them up, invest in very risky real estate markets.

Alex Caswell CFA® CFP® EA (@alexcaswealth) 's Twitter Profile Photo

Have you heard of interest rate tracing and how it can help reduce net investment income tax? Did you know that the interest you pay on a loan you use to invest the money can be deducted against some of the capital gains, income, and dividends?

Alex Caswell CFA® CFP® EA (@alexcaswealth) 's Twitter Profile Photo

If you work in tech, understanding how RSUs, ISOs, NSOs, and ESPPs are taxed can be the difference between building real long-term wealth or paying way more in taxes than you need to. In this short video, we break down the most important equity-compensation strategies every

Alex Caswell CFA® CFP® EA (@alexcaswealth) 's Twitter Profile Photo

For everyone saying 401 (k)'s suck. Which they obviously don't. That it restricts you from an early retirement, and you should just contribute to a brokerage account, allow me to shed light on the mega-backdoor Roth.

Alex Caswell CFA® CFP® EA (@alexcaswealth) 's Twitter Profile Photo

Wanted to take a stab at making some simple infographics to describe my favorite strategies and concepts. First, the benefit of maxing out your pre-tax 401 (k) for high-income earners. The idea is simple. If you think you will be in a higher tax bracket now than in retirement,

Wanted to take a stab at making some simple infographics to describe my favorite strategies and concepts.

First, the benefit of maxing out your pre-tax 401 (k) for high-income earners.

The idea is simple. If you think you will be in a higher tax bracket now than in retirement,
Alex Caswell CFA® CFP® EA (@alexcaswealth) 's Twitter Profile Photo

Did you know, despite all the 401 (k) haters, that your 401 (k) can be the most powerful tool for early retirement? Specifically, if you have access to the mega-backdoor Roth. What many people don't know is that all CONTRIBUTIONS and CONVERSIONS made into a Roth or Roth 401 (k)

Did you know, despite all the 401 (k) haters, that your 401 (k) can be the most powerful tool for early retirement?

Specifically, if you have access to the mega-backdoor Roth.

What many people don't know is that all CONTRIBUTIONS and CONVERSIONS made into a Roth or Roth 401 (k)
Alex Caswell CFA® CFP® EA (@alexcaswealth) 's Twitter Profile Photo

With the year coming to an end, many are rushing to wrap up last-minute tax moves. One of the most popular tax hacks is a backdoor Roth. Before you jump to it, you need to be aware of this tax trap. It is called the pro rata rule. And it means the IRS wants its previously

With the year coming to an end, many are rushing to wrap up last-minute tax moves. One of the most popular tax hacks is a backdoor Roth. Before you jump to it, you need to be aware of this tax trap.

It is called the pro rata rule.

And it means the IRS wants its previously
Alex Caswell CFA® CFP® EA (@alexcaswealth) 's Twitter Profile Photo

A year-end tax tip I don't hear often. Suppose you are considering selling an appreciated asset before the end of the year. Consider this instead. If you are going to be in a similar or lower tax bracket next year, it may just make sense to wait until January 1st. The real

Alex Caswell CFA® CFP® EA (@alexcaswealth) 's Twitter Profile Photo

Cathie Woods of ARK falling for fake AI sympathy slop is the reason you can’t just buy a fund and chill and why you need a qualified financial advisor to steer you away from bad investments 🤣🤣🤣

Alex Caswell CFA® CFP® EA (@alexcaswealth) 's Twitter Profile Photo

Alfred North Whitehead, a famous English mathematician and philosopher, is known for saying that civilization advances by extending the number of important operations which we can perform without thinking of them. I find this quote to be particularly applicable for the reason

Alex Caswell CFA® CFP® EA (@alexcaswealth) 's Twitter Profile Photo

Have you heard of the Diderot effect? I came across this concept while reading Atomic Habits, and I thought it was especially applicable to personal finance. Imagine it from the lens of health habits. You go out for a drink, you wake up hungover, you chose to eat trash the

Alex Caswell CFA® CFP® EA (@alexcaswealth) 's Twitter Profile Photo

This IPO experience is all too familiar for many tech employees. If a company really cares about their employees they will go with a direct listing. Eliminating lock ups. So what does this fictional Figma employee gets as a result of this? An effectively larger tax bill on