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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

There are a lot of ways to diversify concentrated stock, but most are complex and end in you writing a huge check to the IRS. A 351 Exchange allows you the benefits without the downsides.

One of our clients inherited a large Individual Retirement Account (IRA) and wanted to buy a new home with it. Unfortunately, she was surprised to learn that she could not afford the level of home that she was anticipating.

In retirement, you need to plan for ways to reduce high (but necessary) costs, like Medicare premiums. Before planning, our client was spending over $600 per month for it, which we helped her reduce.