When you want to diversify a concentrated stock position, you have two options: sell the stock and pay taxes on it, or take advantage of higher level strategies to sell in a tax-efficient way. We help our clients do the latter.

The tax deductions that matter most are built into your financial plan months or years in advance. Read the 10 deductions and credits that are often missed, underused, or poorly timed.

The “Kiddie Tax” prevents parents from shifting their investment income to their children to take advantage of their child’s lower tax rate. These rules can apply to those up to age 24, even if they file their own tax return.

Instead of donating to charity by writing checks from your brokerage account, you can donate your RSUs into a donor-advised fund. This gives you a double tax benefit.

When you buy stock in a traditional brokerage account, you pay the current market price. An Employee Stock Purchase Plan (ESPP) is attractive because it allows you to buy your company’s stock for less than its current market value.

Surveys consistently show that most people between 55-65 believe they haven't saved enough for retirement. The good news is that this decade is one of the best times to close the gap.

The hardest part about achieving a $1M portfolio is the discipline required. And it’s more complicated when you work in a sales role and have lumpy pay.

If you earn equity compensation, there is an easy mistake you could make that causes you to pay taxes twice on the same income. Read to learn why this happens and how you can avoid it.

In retirement, how you withdraw money matters as much as how much you've saved. The lack of a plan can cost hundreds of thousands in taxes and missed growth. The three-bucket strategy is a framework that helps avoid that.

A trust is a powerful estate planning tool, if it’s set up correctly. Whether you're considering creating a trust or already have one in place, here are five of the most common trust mistakes.

Many retirees, especially those who spent careers with public agencies, have a defined benefit pension coming to them. The decision on how to take that income can shape your retirement.

A friend recently told me he had $5M in his IRA and was contemplating converting the entire thing to a Roth. He asked me for my opinion, but there is no “one size fits all” answer.

One of our clients received stock options from his company that was later acquired by Intel, so his shares converted to Intel stock. Now that Intel is up more than 4x over the past year, selling would have triggered a substantial capital gain. Enter the 351 exchange.

I helped one of my business owner clients set up a plan to save almost $400k per year for retirement, thanks to a combination between his 401(k) + Safe Harbor contribution + Cash Balance Pension Plan.

A revocable living trust doesn't end at death, it enters a new phase known as an administrative trust. During this time, the trustee has to gather and value assets, get a new EIN, pay off debts, file final tax returns, and only then distribute what's left.

Owning rental property can be a great source of income, but it can also come with headaches. If you’re tired of running a property and looking to sell, remember that the timing of a real estate sale can be just as important as the sale itself, from a tax perspective.

High Yield Savings Accounts are a popular option for investors who want to save some cash and still earn a return on it. Treasury Bills are a lesser-known alternative and unlike HYSAs, all interest income earned is exempt from all state and local income taxes.

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.

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.

When your portfolio has a large amount of concentrated stock, selling either means a large tax bill or an opportunity for strategic planning.