Pioneer Insights

Tax Planning Milad Taghehchian, CPA, CFP® Tax Planning Milad Taghehchian, CPA, CFP®

Net Unrealized Appreciation (NUA): Pros, Cons, and When It Actually Saves Taxes

If you have employer stock inside a qualified retirement plan (most commonly a 401(k), profit-sharing plan, or ESOP), the Net Unrealized Appreciation (“NUA”) rules can let you shift part of what would otherwise be ordinary income into long-term capital gains. This sometimes producing meaningful lifetime tax savings. With that said, NUA is not always good. It’s a tax election with strict rules, cash-flow implications, and real portfolio risk. Below is a practical, decision-oriented overview, with specific IRS authority and two numeric examples.

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Tax Planning Milad Taghehchian, CPA, CFP® Tax Planning Milad Taghehchian, CPA, CFP®

The 2026 Tax Crossroads: What High-Income Families Should Be Thinking About Now

For many families, taxes are something that get attention once a year in March or April. However, the next few years are shaping up to be different. The period spanning 2025 and 2026 represented a meaningful planning crossroads, particularly for high-income households, business owners, and retirees. The OBBA made some important tax laws permanent (as permanent as a tax law can be).

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Tax Planning Angella Welcome, CFP® Tax Planning Angella Welcome, CFP®

Using a Self-Directed IRA to Buy Real Estate vs. Purchasing Real Estate Outside an IRA: A Comparison of Tax Benefits

Investing in real estate can be a powerful wealth-building strategy, but the decision on how to structure your investments—whether inside or outside a self-directed IRA—can have significant tax implications. Both approaches have advantages and drawbacks, particularly when considering long-term tax consequences, deductibility of expenses, and tax-deferral options. This article will explore the pros and cons of using a self-directed IRA to buy real estate versus investing in real estate outside an IRA, focusing on key tax benefits, including deductions and 1031 exchanges.

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Tax Planning Angella Welcome, CFP® Tax Planning Angella Welcome, CFP®

Understanding the 83(b) Election: A Guide for Startup and Tech Employees

In the dynamic world of startups and tech companies, equity compensation is a common way to attract and retain top talent. Among the various forms of equity compensation, restricted stock is often a key component. When you receive restricted stock, understanding the tax implications is crucial. One important tax strategy to consider is making an 83(b) election. In this article, we’ll explain what an 83(b) election is, its potential value from a tax standpoint, and provide an example to illustrate the benefits. We’ll also link to a sample 83(b) election form and show where to file it with the IRS.

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