The 1099 Tax Doctor

Eric Wright
  • 5.0 (4)
  • Investing
  • Updated Biweekly

Prescribing clarity for 1099 physicians, one tax strategy at a time.

Episodes

  1. 4d ago

    Physician Burnout Isn’t About Long Hours. Here’s the Real Problem.

    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 takes to build freedom through entrepreneurship. Featured in Forbes and known for coaching thousands of women worldwide, Dr. Sasha brings powerful insight into burnout, autonomy, leadership, and redefining success beyond money. Key insights from this episode: Why autonomy matters more than workloadHow perfectionism keeps physicians stuckThe mindset shift needed to succeed in businessWhy protecting your time is essential for wealth and well-beingHow Dr. Sasha redefined success beyond money If you’re curious about entrepreneurship, burnout recovery, or creating more control over your life and career, this episode is packed with honest and practical advice. Watch now and rethink what success really means. Timestamps: (00:00) Meet Dr. Sasha Shillcut (02:01) Why Physicians Are Leaving Traditional Medicine (04:21) Perfectionism and the Entrepreneur Mindset (07:24) Why Physicians Should Value Their Time (09:46) The Importance of Daily Time Alone (11:27) Protecting Time to Build Wealth (15:12) How to Say No Without Guilt (17:29) What Entrepreneurship Teaches Physicians (19:54) Practical Advice for Starting a Business (21:17) Redefining Success Beyond Money (24:34) Why Entrepreneurship Is a Marathon

    27 min

  2. May 20

    The Truth About Telemedicine Careers for Physicians

    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 years in emergency medicine, Dr. Chander has worked across urban trauma centers, rural ERs, and national telemedicine platforms. During the COVID-19 pandemic, he transitioned into telehealth and quickly became a leader in physician team building, telemedicine operations, licensing, compliance, and digital healthcare innovation. Today, he also serves as co-founder and President of NVP Medical Group and Medical Director at Wisp, helping shape the future of modern healthcare delivery. In this conversation, we discuss: Why telemedicine can be more lucrative than traditional medicineHow 1099 physicians create more freedom and flexibilityWhy multi-state licensing opens massive opportunitiesHow telehealth is helping reduce physician burnoutWhy AI could reshape the future of healthcare If you’re curious about the future of medicine, physician entrepreneurship, or building a more flexible career, this episode is packed with valuable insights. Watch now and discover why so many doctors are making the move to telemedicine. Timestamps: (00:00) Telemedicine and 1099 Careers (02:11) Telemedicine Misconceptions (03:29) Why Doctors Leave the ER (04:47) How Telehealth Pays More (06:16) Building a High-Income Telehealth Career (07:27) Why Multi-State Licenses Matter (10:45) Telehealth Leadership Opportunities (11:32) W2 vs 1099 Telemedicine Jobs (12:50) Biggest Licensing Mistakes (14:11) Thinking Like a Business Owner (16:18) Lifestyle Freedom Through Telemedicine (19:36) The Future of Telehealth and AI (22:55) Advice for Doctors Considering Telehealth (24:22) Burnout Reduction and Success Stories Learn more about AIR Physician Academy: https://airphysicianacademy.com/

    26 min

  3. Apr 21

    1099 Contracts: What Doctors Realize Too Late

    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 misclassifiedThe clauses that can quietly cost you moneyHow compensation models can mislead youNon-competes vs non-solicits: what really mattersWhat to check in malpractice insurance If you’re working, or planning to work under a 1099, this could save you serious money and stress. Watch before you sign your next contract. Timestamps: (00:00) Intro (00:16) Meet Jackie Bain (01:10) Misconceptions about 1099 contracts (02:28) 1099 vs employee misclassification (05:46) Key red flags in contracts (09:07) Compensation pitfalls and offsets (11:23) Malpractice insurance mistakes (15:26) Non-competes and non-solicits (19:40) What is negotiable in 1099 contracts (23:26) The importance of contract review (25:27) Why expert review matters (26:49) How to reach out to Jackie #1099contracts #physicianlife #contractreview #healthcarebusiness #financialrisk #noncompete #contractlaw #careersafety #contractmistakes #legalrisk #careeradvice #DoctorContracts #IndependentContractor #PhysicianContracts #ContractNegotiation #MedicalContracts

    29 min

  4. Mar 31

    Spouse & Kids on Payroll: Smart Tax Move or Big Mistake?

    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 efficiently. 👉 Watch now to uncover which tax moves truly work and which don’t. Timestamps: 00:00 Intro 00:28 Should You Put Your Spouse on Payroll? 01:25 Does It Really Save You Money on Taxes? 03:41 When It Makes Sense to Pay Your Spouse 04:37 Should You Put Your Kids on Payroll? #TaxStrategy #SmallBusinessFinance #TaxDeductions #EntrepreneurMindset #MoneyMatters #EntrepreneurLife #TaxSavings #RetirementPlanning #HighEarners #CashBalancePlan #FinanceTips #SmallBusinessTips #BusinessTaxTips

    9 min

  5. Mar 24

    The Smartest Retirement Move for 1099 High Earners: Defined Benefit Plans

    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 wealth. Stop overpaying taxes! Discover the strategy that lets you keep more of what you earn. Watch now! Timestamps: 00:00 Intro 00:25 What’s a Defined Benefit Plan 02:06 Defined Contribution Plans Explained 03:08 How DB Plans Are Structured & Calculated 04:48 From Pensions to Cash Balance Plans 06:06 Why DB Plans Target 5–7% Returns 08:09 Why DB Plans Work Best for High Earners 09:06 How to Get a DB Plan #TaxStrategy #SmallBusinessFinance #TaxDeductions #EntrepreneurMindset #MoneyMatters #EntrepreneurLife #TaxSavings #RetirementPlanning #HighEarners #CashBalancePlan #FinanceTips #SmallBusinessTips #BusinessTaxTips #DefinedBenefitPlan #1099RetirementPlan #TaxShelter #RetirementStrategy #WealthBuilding

    12 min

  6. Mar 17

    The $8K Tax Secret Your CPA Doesn’t Talk About for 1099 Income

    💰 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. Forget hidden write-offs, this is about smart structure and smarter planning. 🎧 Watch now and start keeping more of your money. Timestamps: 00:00 Intro 00:24 What Really Counts as a Business Expense 02:55 Should You Become an S-Corp? Here’s the Truth 05:15 Why Most Accountants Warn You Off S-Corps 06:04 Hidden Perks of an S-Corp Nobody Talks About 07:27 Where the Real Tax Savings Are: 401(k)s & Cash Balance Plans 08:23 How to Qualify for the 20% QBI Deduction 08:53 Final Tip: Work with a Proactive Tax Strategist #TaxStrategy #SmallBusinessFinance #TaxDeductions #EntrepreneurMindset #MoneyMatters #EntrepreneurLife #TaxSavings #RetirementPlanning #HighEarners #CashBalancePlan #FinanceTips #SmallBusinessTips #BusinessTaxTips #SCorpTaxSavings #1099Contractor #SelfEmploymentTax #ProactiveTaxPlanning #WealthBuilding

    11 min

  7. Mar 10

    Stop Stressing About Quarterly Taxes: Do This Instead

    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 what you earn. 🎯 Watch now to simplify your taxes, save time, and finally breathe easier this tax season. Timestamps: 00:45 How estimated taxes actually work 02:20 Underpaying vs. overpaying the IRS 03:18 Estimated taxes for 1099 contractors 05:14 Estimated taxes for S corporations 07:40 Summary & final tips #TaxesMadeSimple #IRS #1099Tips #TaxStrategy #SmallBusinessFinance #TaxTips #QuarterlyTaxes #1099Life #MoneySmarts #SCorp

    9 min

  8. Mar 4

    W-2 vs 1099: Should You Make the Switch?

    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 should stay W-2 to avoid disaster. 👉 Watch now and stop leaving money on the table. Timestamps: 00:00 Intro 00:25 W-2 vs 1099: Which Pays More? 01:00 Why 1099 Earners Pay Less in Taxes 02:04 When W-2 Actually Makes More Sense 03:25 The Hidden Cost of Payroll Taxes 05:00 How to Negotiate Higher Pay as a 1099 05:44 The Smart Takeaway: Keep More of Your Money #W2vs1099 #TaxStrategy #1099Life #SCorporation #WealthBuilding #FinancialFreedom #TaxTips #EntrepreneurMindset #BusinessTips #SelfEmployedTaxes #ContractorTaxes

    7 min

  9. Feb 24

    W-2 vs 1099 Explained: Same Job, Totally Different Taxes

    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 structure actually saves you thousands. Timestamps: 00:00 Intro 00:32 W-2 Employees vs 1099 Contractors Explained 02:36 Pros and Cons of Being a W-2 Employee 04:32 Pros and Cons of Being a 1099 Contractor 06:24 Business Deductions and Expense Write-Offs 07:00 How Proper Setup Can Cut Your Tax Bill by Thousands #W2vs1099 #TaxStrategy #SelfEmployedTaxes #IndependentContractor #1099Taxes #SmallBusinessTaxes #FreelanceTaxTips #TaxDeductions #SelfEmploymentTax #BusinessExpenses #ContractorLife #TaxSavings

    9 min

  10. Feb 17

    LLC or S Corp? The Tax Strategy Every Entrepreneur Should Know

    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 and finally pay smarter, not more. Timestamps: 00:00 Intro 00:37 Business Structures Explained 00:52 The 1950s: Sole Proprietors vs. Corporations 02:36 The Birth of the S Corporation 04:00 The 1970s: Rise of LLCs & State Variations 05:22 How S Corp Status Cuts Payroll Taxes 06:36 C Corp vs. S Corp vs. LLC: Final Takeaway #TaxesMadeSimple #SmallBusinessFinance #BusinessStructures #LLC #SaveOnTaxes #CCorp #SCorp #StartupFinance #TaxStrategy

    9 min

  11. Feb 10

    Max Out Your Retirement: Cash Balance vs. 401(k) Explained

    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 you’ve ever wondered how to retire earlier with more money, this conversation has the answers. Timestamps: 00:00 Intro 00:33 Meet Paul Martin 01:00 Paul’s background 01:53 What is a defined benefit plan? 04:33 Who benefits most from this plan? 06:46 Key considerations before starting 07:45 The process of setting up a plan 11:26 Issues with poorly drafted plans 11:57 What if you can’t fund the plan 13:41 How plan investments are managed 15:36 Combining a cash balance and a 401(k) 17:33 Voluntary Roth contributions within a 401(k) 18:17 Considering outside investments 19:44 Common mistakes to avoid 20:24 The power of starting early 23:54 Fees and avoiding overpaying 25:06 Closing remarks #RetirementPlanning #CashBalancePlan #FinancialFreedom #TaxStrategy #SmallBusinessFinance #RetirementStrategy #401kPlanning #TaxSavings #CompoundInterest #HighIncomeProfessionals #SmartMoneyMoves

    26 min

  12. Feb 3

    Inside the 1099 Physician Tax Playbook, with Ryan Curran, CPA, JD

    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 to deduct state taxes through your business, and the truth behind real estate “loopholes” like short-term rentals and cost segregation. Whether you're just starting your private practice or growing your side income, this episode is your playbook for smarter financial planning. Ready to unlock more insights like these? Timestamps: 00:00 Intro 00:53 Meet Ryan, CPA & Tax Attorney 02:45 How 1099 earners save on taxes 07:38 LLC vs. LLP vs. PLLC 09:40 LLC and liability protection 11:09 When to choose S Corp for 1099 income 13:01 What's a C corporation? 15:32 Setting up both S and C corporations 16:55 Best way to pay taxes on 1099 income 20:42 Different types of retirement plans 26:47 Early retirements with compound interest 29:37 How top earners lower tax rates 30:57 Tax breaks from short-term rentals and real estate 38:20 Real estate audits and extra tax savings with PTET #PhysicianFinance #DoctorLiability #MalpracticeInsurance #LLCProtection #MedicalEntrepreneurship #PhysicianTaxTips #SCorpStrategy #1099Income #DoctorFinance #DoctorTaxes #1099Strategy #EffectiveTaxRate

    43 min
  • 12 Episodes

Ratings & Reviews

5
out of 5
4 Ratings

About

Prescribing clarity for 1099 physicians, one tax strategy at a time.

Information

  • Creator
    Eric Wright
  • Years Active
    2025 - 2026
  • Episodes
    12
  • Rating
    Clean
  • Copyright
    © Eric Wright
  • Show Website
    The 1099 Tax Doctor

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