Roth conversions can be a powerful tax strategy, but are they the right move when youre just about to retire? In this video, Matt walks through a real-life case study to test that very question.

This episode, Matt breaks down one of the most powerful (and often overlooked) retirement strategies available today: the Mega Backdoor Roth.

Would you ever pay more to the IRS on purpose? Sometimes the smartest move in retirement planning is the one that feels most counterintuitive, like voluntarily paying more taxes now. In this episode,

Your companys IPO can be a major financial opportunity, or a costly misstep if youre not prepared. In this episode, Matt walks you through what really happens when your private company goes public,

tax law changes, QSBS, AMT relief, estate tax planning, retirement strategy, QBI deduction, small business owners, financial planning, OBBB, One Big Beautiful Bill

In this episode, Matt dives into one of the most common forms of equity compensation: Restricted Stock Units (RSUs). If your company just handed you some stock, you may be asking yourself, "What now?"

Roth 401k contributions can be a powerful tool, but only if you know how to use them wisely. In this episode, Matt shares practical tax strategies for deciding when, why, and how to contribute to a Ro

Medtronic offers one of the most generous benefits packages in the industry, but many employees arent using those benefits to their full potential. In this episode, Matt highlights three valuable but

In this episode, Matt and Jacob unpack a listener question about how to move forward after being forced into retirement earlier than expected. They walk through key considerations for anyone in a simi

Are Health Savings Accounts one of the best tax-advantaged accounts out there? Can you really stockpile a massive balance and use it tax-free in retirement? Today, Matt and Jacob will explain why HSAs