Beyond Deductions: Proactive Tax Planning for High-Income Professionals

November 25, 2025 | By Steven DiGregorio

When it comes to taxes, most people think of April 15th as “the finish line.” But for high-income professionals, effective tax planning doesn’t happen once a year — it’s a year-round discipline. At Compass Asset Management Group, we remind our clients — especially physicians, executives, and business owners — that proactive tax planning is about […] READ MORE


How to Invest Tax-Efficiently: Part 1 of Our Tax Planning Series

November 6, 2025 | By Steven DiGregorio

When most people think about improving investment returns, they tend to focus on what they’re investing in — the next great stock, fund, or real estate opportunity. But one of the most overlooked ways to grow wealth faster isn’t about chasing higher returns — it’s about keeping more of what you already earn. That’s where […] READ MORE


Retirement Planning Options For Physicians

July 16, 2025 | By Steven DiGregorio

As you transition from residency to attending role, your income—and financial responsibilities—grow significantly. This is the perfect time to take retirement planning seriously. Building a tax-efficient, long-term investment strategy now can help you secure financial independence and reduce future stress.   Below is a quick overview of the retirement plan options available to physicians as […] READ MORE


“The Short-Term Rental Loophole” 

| By Steven DiGregorio

  As a physician, you earn a high income—and with that comes a high tax bill.   Unfortunately, the tax code isn’t especially kind to W-2 earners like employed doctors. But there’s a little-known tax strategy that could help: it’s referred to as “The Short-Term Rental Loophole”. What Is a Short-Term Rental?   A short-term […] READ MORE