What Leverage Actually Means When It Comes to Stock Options
Most people understand the basics of their stock options. They know the strike price is what they can buy company stock for, and they know the fair market value is what the stock is currently worth. Leverage is where some get confused.
Why We Passed on Private Credit & Private Equity
Last year, we decided against adding any private credit or private equity into our clients’ portfolios. Last month, the largest private credit interval fund redeemed less than 1/3 of their withdrawal requests. The private space looks to be a place where permanent, irreplaceable capital should not be allocated.
Mini Case Study: Wealth Transfer Tax Planning
When your portfolio has a large amount of concentrated stock, selling either means a large tax bill or an opportunity for strategic planning.
How the One Big Beautiful Bill Will Reshape Retirement
The One Big Beautiful Bill Act (OBBB) is a significant overhaul of the U.S. tax code. For families with significant assets and income, it creates planning opportunities and risks for retirement.
SpaceX vs. AOL: We've Seen This Movie Before, and We Know How It Ends
In 2000, AOL announced it would acquire Time Warner in an all-stock deal, using its extraordinary stock price to acquire assets it could never justify purchasing with real money. SpaceX replicated this when it absorbed xAI in 2026.
Mistakes to Avoid with Your Equity Compensation
Equity compensation is becoming increasingly common as a key piece of many people’s salaries, and many employees have been in favorable positions to "cash in" on it. As with anything, more digits after a dollar sign equate to the possibility of bigger mistakes.
Testamentary CRAT: The Triple Crown Estate Planning Strategy
How a Testamentary CRAT (Charitable Remainder Annuity Trust) can protect generational wealth, provide for your favorite charities after you’re gone, and reduce your estate tax bill all at once.
Mini Case Study: Strategic Tax Planning Following a Large Inherited IRA Distribution
If you’ve made an early withdrawal from your IRA, you know the stress of replacing that money within 60 days to avoid early withdrawal penalties. One of our clients did but was unable to replace it, leaving her with a tax bill of nearly $120k. We helped her shrink this.
Mini Case Study: Grantor Retained Annuity Trust
If your net worth is over $15M when you pass ($30M if married), your beneficiaries may owe up to 40% in estate taxes on their inheritance. A Grantor Retained Annuity Trust (GRAT) offers a solution to this.
Turning a Single Stock into Generational Wealth
Intel stock is up over 400%, Micron is up over 600%, and Sandisk is up over 3,000%. If you own these, it’s time to figure out how to unwind your highly appreciated stock without a large tax hit.
Tax Strategies for High W-2 Earners: How to Keep More of What You Make
If you earn a high salary, you know the feeling: a significant part of every paycheck disappears before it hits your bank account. However, there are strategies you can use to reduce your tax bill.
Mini Case Study: 15% Returns
This week, we met with a prospective client who expected a 15% rate of return on their portfolio. While market performance can never be predicted, this is the type of planning we help clients with.
Mini Case Study: Donor Advised Funds
If your investments are doing well and you think it’s time to sell appreciated stock, a Donor Advised Fund (DAF) can help you do that without triggering a large tax bill. One of our clients has held Intel for 20+ years and a DAF will help him avoid a $33k tax bill when he sells.
How to Pay Off Medical School Loans: A Step-by-Step Guide for Physicians
More than 70% of physicians graduate medical school with student loan debt. The two best repayment strategies are Public Service Loan Forgiveness, or Aggressive debt paydown to reach debt freedom as fast as possible.
Non-Recourse Loans for Exercising Stock Options: What They Are, How They Work, and Why the Tax Treatment Matters More Than the Pitch
Employees of successful private companies often accumulate substantial stock option positions. But, exercising them can require hundreds of thousands of dollars. Non-recourse financing may offer a solution.
Mini Case Study: Irrevocable Life Insurance Trusts
If you make annual gifts to your kids (under the $19k gift tax exclusion), that is a great starting place for tax planning. If you have an ILIT, you can take those savings a step further.
Should you put your entire estate into a trust?
One of the most common questions I hear from affluent clients is: "Should I put my entire estate into a trust?" The short answer is usually: “Not everything, but most things.” The answer on what assets go in vary from family to family.
Should Your Family Set Up a Multi-Generational Trust?
Imagine your grandparents planted an apple orchard and every fall, the trees drop enough apples for your family. A Multi-Generational Family Trust is kind of like that. It puts money aside so it grows and shares its "fruit" with your heirs, even after you're gone.
How the One Big Beautiful Bill Affects Your Equity Compensation
If you earn equity compensation, the "One Big Beautiful Bill" Act is worth understanding. New provisions in it will affect how you exercise options, manage AMT exposure, and time charitable giving.
What Is the 4% Rule in Retirement?
Now that retirement is on the horizon, you’re asking yourself: how much can I actually spend each year without running out of money? For decades, the answer has been the 4% rule.

