I remember the first time I got a six-figure check.
It wasn’t my first year as an attending — it was a lump-sum payment for a huge teleradiology contract I’d taken on. I had worked like crazy for months, barely sleeping, eating takeout in front of my workstation, reporting cases back-to-back.
When that payment hit my account, I should have felt pride. I should have felt like I had made it — that all those years of training, all the nights on call, all the sacrifices had been worth it.
Instead, I felt something else.
Guilt.
The voice in my head wouldn’t shut up:
“Do you really deserve this?”
“You’re already making more than most people — isn’t this excessive?”
“Maybe you should give some of it back.”
It didn’t matter that I had earned every penny. It didn’t matter that I was running myself into the ground. Somewhere deep down, the conditioning from medical school, residency, and our profession’s culture had taken root: you’re here to serve, not to profit.
It would take me years to understand how dangerous that mindset was — not just for me, but for my family, my patients, and my ability to build something that could make a bigger impact.
And if you’re a physician reading this, chances are you’ve felt it too.
Money guilt among physicians isn’t just an emotional quirk — it’s a financial handicap.
You work harder than almost anyone you know, you’ve trained for longer than almost any profession on earth, and yet you carry this underlying belief that wanting more is somehow wrong.
Where does it come from?
Medical School Indoctrination
From day one, you’re told that medicine is a calling, not a career. The subtext is clear: money talk is distasteful, profit is suspect, and the noblest path is sacrifice.
The Residency Poverty Mindset
Years of low pay and long hours hardwire you to accept scarcity as normal. Even when your income jumps, your mental habits don’t change.
Peer and Cultural Pressure
In medicine, it’s not uncommon for colleagues to judge each other’s financial moves. Buy a nicer car? “Must be in it for the money.” Start a side business? “Guess you’re not serious about medicine.”
The cost? You make safer, smaller financial moves. You stay W2 because it feels secure, even though it costs you six figures in taxes every year. You avoid opportunities that might make you wealthy because you’re afraid of what people will think.
Imposter syndrome is when you feel like your success is undeserved and that any day now, someone will “find out” you’re not as capable as they think.
In medicine, imposter syndrome is rampant — even among physicians making $700K, $1M, or more.
Why?
Because when your professional identity is tied to self-sacrifice, financial abundance feels like a role you’re not qualified to play.
You might find yourself thinking:
“I’m not a businessperson, I’m a doctor.”
“I shouldn’t be focused on making money, I should be focused on my patients.”
The irony? The more financial control you have, the better you can serve your patients — because you’re not operating from burnout, desperation, or financial fear.
If you want to move past money guilt and imposter syndrome, you have to actively reprogram your mindset. Here are three exercises I give to my clients:
1. Redefine What Money Means to You
Write down your definition of money in one sentence. Then rewrite it to reflect money as a tool — for freedom, options, impact — instead of as a measure of greed or worth.
2. List the Costs of Staying in Guilt
Make a list of opportunities you’ve avoided, investments you haven’t made, and stress you’ve carried because of your guilt. Seeing it in black and white makes it real.
3. Future Self Visualization
Picture yourself 10 years from now, financially free, with no guilt about your income. What are you doing? Who are you helping? This reframes wealth as a responsibility, not a liability.
Most physicians start wealth building backwards. They focus on investments first, without realizing they’re pouring water into a bucket full of holes.
Those holes are taxes.
If you’re losing 40–50% of your income to taxes, you’re playing the wealth game with a massive handicap. Before you put a single extra dollar into the market, you should be looking at how to legally and strategically reduce the amount you send to the IRS.
Tax savings go straight to your bottom line. They’re immediate, they’re risk-free, and they compound year after year.
Strategy 1 – Choosing the Right Entity Structure
What it is: Your business entity (S-Corp, partnership, C-Corp, LLC) determines how your income is taxed and what deductions you can take.
Example: A dermatologist running her own practice as a sole proprietor switched to an S-Corp structure, reducing self-employment tax and enabling her to split income between salary and distributions.
Mistake to Avoid: Copying another doctor’s entity choice without understanding your own situation.
Checklist:
Do you have income beyond your W2 salary?
Do you control how your business is structured?
Has your entity structure been reviewed in the last 2 years?
Strategy 2 – The Augusta Rule
What it is: Rent your personal home to your business for up to 14 days per year without reporting the income.
Example: An orthopedic surgeon hosted quarterly staff retreats at his home. His corporation rented the home for a fair market rate, and the payments were deductible for the business but tax-free to him personally.
Mistake to Avoid: Failing to document fair market rates or event purpose.
Checklist:
Do you own your primary residence?
Can you legitimately host business events at your home?
Are you documenting the process properly?
Strategy 3 – Accountable Plans
What it is: Allows your business to reimburse you for expenses incurred personally (home office, cell phone, mileage) without treating them as taxable income.
Example: A radiologist used an accountable plan to deduct her home internet, medical journals, and CME travel that she paid personally but used for business.
Mistake to Avoid: Not keeping receipts or failing to align reimbursements with IRS guidelines.
Checklist:
Do you incur work-related expenses personally?
Do you have a written accountable plan in place?
Are you reimbursing yourself regularly?
Strategy 4 – 199A Deduction Optimization
What it is: The Qualified Business Income deduction allows up to 20% of certain business income to be deducted, but is subject to income limits and restrictions for specified service businesses.
Example: A concierge medicine practice owner reduced taxable income strategically to qualify for the full deduction, saving tens of thousands in taxes.
Mistake to Avoid: Ignoring phase-out limits and assuming you qualify automatically.
Checklist:
Is your income close to or above QBI limits?
Have you modeled scenarios to maintain eligibility?
Do you have a CPA who understands physician-specific rules?
Strategy 5 – Advanced Retirement Planning
What it is: Going beyond the 401(k) or 403(b) into cash balance plans, defined benefit plans, or solo 401(k)s to shelter more income.
Example: A cardiology group implemented a cash balance plan allowing each physician to defer over six figures annually into retirement accounts.
Mistake to Avoid: Overfunding without a long-term plan for consistent contributions.
Checklist:
Are you already maxing out standard retirement accounts?
Do you have consistent high income?
Are you within 10–15 years of retirement?
Strategy 6 – Real Estate Tax Benefits
What it is: Using cost segregation studies and bonus depreciation to accelerate deductions, especially if you qualify for real estate professional status.
Example: An anesthesiologist purchased a medical office building, conducted a cost segregation study, and used bonus depreciation to offset a large portion of taxable income that year.
Mistake to Avoid: Buying property purely for tax breaks without cash flow analysis.
Checklist:
Do you own or plan to own investment or business-use real estate?
Have you explored cost segregation studies?
Do you understand real estate professional status rules?
Strategy 7 – Timing and Bunching of Deductions
What it is: Accelerating or delaying certain expenses and contributions to maximize deductions in high-income years.
Example: A plastic surgeon prepaid next year’s malpractice insurance and bundled charitable contributions into a donor-advised fund to offset a year with unusually high income.
Mistake to Avoid: Not coordinating timing with your CPA and missing deduction opportunities.
Checklist:
Do you have fluctuating income?
Can you shift large expenses between tax years?
Do you have a charitable giving strategy?
The Cardiologist Who Funded Scholarships
Earning $750K a year, he felt guilty wanting more. We found significant tax savings through entity restructuring, accountable plans, and real estate strategies. The savings funded medical school scholarships for underrepresented students.
The Orthopedic Surgeon Who Bought Freedom
Paying hundreds of thousands in unnecessary taxes, he restructured his business, leveraged cost segregation, and used advanced retirement planning to free up capital for a second practice location — without debt.
The Radiologist Who Stopped Apologizing
Charging market rates but feeling guilty, she optimized her tax strategy and saved six figures annually. Those savings directly funded extended time with family overseas.
I started with the same conditioning every physician has: keep your head down, work hard, and don’t talk about money.
Switching from W2 to 1099 was my first real breakthrough — it forced me to understand taxes, deductions, and entity structures.
Building and scaling Chicago Telerad taught me that revenue is only half the game; the other half is how much you keep.
Selling to a Pritzker-backed group solidified my belief: tax strategy is the foundation of wealth. Without it, growth is slow, stressful, and fragile. With it, you have options — to expand, to give, to take time off, or to exit on your terms.
Weeks 1–3: Mindset & Awareness
Complete mindset reframing exercises
Define financial goals without guilt
Identify missed opportunities due to fear or conditioning
Weeks 4–6: Tax Audit & Opportunity Map
Gather tax returns, entity documents, expense records
Map out eligible strategies from the 7 principles
Prioritize strategies with the highest leverage
Weeks 7–10: Implementation & Automation
File entity changes if needed
Create accountable plan
Set up or enhance retirement structures
Calendar recurring tax strategy reviews
Weeks 11–12: Review & Optimization
Meet with your financial quarterback team
Adjust based on any law changes
Plan for next year before the year ends
You’ve already earned the right to financial freedom. You don’t need to apologize for building wealth — you need to plan for it.
It starts with your taxes.
Book your strategy session at SamiCapital.co and let’s put you on the path to tax-efficient wealth in the next 90 days.
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