The 1099 Tax Doctor

What if the biggest regret at the end of your life isn't what you did, but what you never dared to do? In this eye-opening conversation, hospice physician, bestselling author, and Earn & Invest host Dr. Jordan Grumet shares the powerful lessons he's learned from caring for people in their final days. Time and again, he found that people rarely regret failure—they regret the dreams they...

Most physicians spend years mastering medicine but almost no time learning how to negotiate their worth. In this episode, Dr. Eric Wright sits down with physician contract expert Ethan Enkana, who shares insider knowledge from both sides of the negotiating table. After years working for hospitals, Ethan now helps physicians secure better contracts, higher compensation, and stronger work-life balan...

Most physicians don’t burn out because of long hours. They burn out because they lose control of their time. In this episode of the 1099 Tax Doctor Podcast , Dr. Sasha Shillcutt , cardiac anesthesiologist, entrepreneur, TEDx speaker, founder of Brave Enough and Legacy Collective, and host of The Brave Enough Show podcast, shares why more doctors are leaving traditional medicine and what it really...

What if the future of medicine means fewer hospital shifts, more freedom, and higher income? In this episode, we sit down with Dr. Suneer Chander , Board-Certified Emergency Physician, telemedicine leader, and President of AIR Physician Academy , to explore why more physicians are leaving traditional hospital jobs and building flexible, high-income careers through telemedicine. With more than 20 y...

Most doctors don’t realize their 1099 contract can cost them thousands… until it’s too late. In this episode, contract attorney Jackie Bain breaks down the hidden risks inside 1099 agreements that physicians often overlook. Here’s what you’ll learn: When a 1099 role is actually misclassified The clauses that can quietly cost you money How compensation models can mislead you Non-competes vs non-sol...

Many business owners think putting their spouse or kids on the payroll will cut their tax bill, but it’s not that simple. This episode breaks down when family payroll actually saves money, when it backfires, and how to tell the difference. You’ll learn the real math behind 401(k) contributions, cash balance plans, and payroll taxes, plus smarter ways to reduce your taxable income legally and effic...

Tired of watching your hard-earned money disappear to taxes? There’s a smarter way to save big and grow your retirement fund at the same time. The Tax Doctor explains how Defined Benefit Plans help high earners cut taxes, boost retirement savings, and outsmart the limits of a 401(k). Learn how these plans work, why they’re ideal for six-figure professionals, and how to use them for long-term wealt...

💰 Your CPA might be costing you thousands, and you don’t even know it. Most accountants focus on filing returns, not finding savings. In this episode, we uncover the real tax strategies high-earning professionals should be using, from how an S-Corp can legally cut your tax bill to why retirement plans (like 401(k)s and cash balance plans) are the most powerful way to keep more of what you make. F...

Tired of stressing over quarterly taxes? You’re not alone. Most 1099 contractors and small business owners waste hours trying to “get it perfect.” This episode breaks down a simple, stress-free way to handle estimated taxes — how much to pay, when to pay, and how S-Corps can even wait until year-end without penalties. Learn how to stop giving the IRS an interest-free loan and start keeping more of...

Most people think switching from W-2 to 1099 is just about freedom, but it’s really about keeping more of what you earn. We break down the real financial differences between being an employee and an independent contractor, from hidden tax traps to massive savings opportunities. You’ll learn when 1099 status actually makes sense, how to legally save tens of thousands in taxes, and why some people s...

Are You Paying More Taxes Than You Should? Most doctors and professionals don’t realize how much the difference between W-2 and 1099 really matters, not just for paperwork, but for your wallet. In this episode, we explain why W-2 income is taxed more, how 1099 contractors can legally pay less, and the simple strategies that help you keep more of your money. 🎧 Watch now and find out which structur...

Too many of us are losing thousands every year because we picked the wrong business structure. In this episode, we break down LLCs, S Corps, and C Corps: what they really mean, how they’re taxed, and which one helps us keep more of what we earn. We’ll cover how to avoid double taxation, when S Corp election makes sense, and why most small businesses stick with an LLC. 🎧 Let’s make taxes simple an...

Discover how high earners and 1099 professionals can save six figures a year on taxes while building a massive retirement nest egg. In this episode, Paul Martin breaks down cash balance plans—what they are, how they work, and why they can supercharge your savings far beyond a 401(k). They also cover common pitfalls, setup costs, and how to combine these plans with a 401(k) for maximum benefit. If...

Are you leaving money on the table just because you chose the wrong business structure? In this power-packed episode, CPA and tax attorney Ryan Curran breaks down how high-earning 1099 professionals—especially physicians—can legally and strategically slash their tax bills. You’ll learn why choosing an S Corp over a sole proprietorship can mean $30,000+ in annual savings, how to use tools like PTET...