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Stephen Lee, CPA, CPWA®

Stephen Lee, CPA, CPWA®

By: Stephen Lee CPA CPWA®
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Hi, I’m Stephen Lee — Certified Public Accountant (CPA) and Certified Private Wealth Advisor® (CPWA®). On this channel, I share proven strategies to help high earners, business owners, and professionals keep more of what they make, minimize taxes, and build lasting wealth. Whether you’re optimizing your S-Corp, investing smarter, or managing 1099 income, this channel gives you the tools to make confident money moves — backed by real client experience. Subscribe for smart, actionable advice. The information provided on this channel is for general information and entertainment purposes only.Stephen Lee, CPA, CPWA®
Episodes
  • How 1099 Physicians Should Actually Calculate Quarterly Taxes — Step-by-Step
    May 30 2026

    Most 1099 physicians are calculating quarterly taxes the wrong way, and it can lead to penalties, cash flow problems, and massive surprises at tax time.


    In this episode, CPA and Certified Private Wealth Advisor Stephen Lee breaks down how high-income 1099 physicians should actually calculate quarterly estimated taxes. You'll learn the difference between safe harbor payments and true tax projections, how S corporations impact your tax strategy, how retirement contributions affect estimated payments, and the step-by-step framework used to project tax liability throughout the year.


    Whether you're earning $300,000, $500,000, or over $1 million as a 1099 physician, this episode will help you build a tax system that reduces surprises and creates more control over your finances.


    Topics Covered:
    • Why the "just save 30%" rule can be dangerous
    • The IRS safe harbor rules every physician should know
    • How to calculate quarterly taxes step by step
    • Sole proprietor vs. S corporation tax planning
    • Self-employment tax and payroll tax considerations
    • Retirement contributions and tax projections
    • State tax planning for locum and multi-state physicians
    • Common quarterly tax mistakes physicians make
    • Building a tax reserve system that works


    📅 Want help reviewing your quarterly tax strategy, S corporation structure, retirement planning, and overall tax system?


    Book a complimentary discovery call:
    https://stephenleecpa.com/book-appointment/


    🎁 Download our free physician tax planning resources:
    https://stephenleecpa.com/cpas-guide-to-locum-tenens/


    If you found this episode helpful, follow the podcast and share it with another 1099 physician who wants to stop reacting at tax time and start planning like a business owner.

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    23 mins
  • 1099 Physicians_ When an S-Corp Actually Saves You $30K+ (And When It Doesn’t)
    May 23 2026

    If you're a 1099 physician wondering whether an S corp can actually save you serious money or if it's just overhyped tax advice, this episode is for you.



    In this episode, Stephen Lee, CPA and Certified Private Wealth Advisor, breaks down the real S corp conversation for high-income independent physicians. You’ll learn when an S corp can potentially save $30K+ per year in taxes, when the savings are far less impressive than people claim, and why poor implementation can create expensive problems.



    This episode covers:

    • How S corp tax savings actually work
    • The difference between salary and distributions
    • What “reasonable compensation” really means
    • When physicians are strong S corp candidates
    • When the numbers usually disappoint
    • The hidden costs of payroll, compliance, bookkeeping, and admin
    • Why copying another doctor’s structure can backfire
    • The biggest mistakes physicians make with S corps



    If you're earning strong 1099 income and want to understand whether an S corp truly makes sense for your situation, this episode will help you think through the decision more strategically instead of blindly following internet advice.



    Book a complimentary discovery call:
    Stephen Lee CPA Appointment Page



    This podcast is for educational purposes only and is not specific tax, legal, or investment advice.

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    12 mins
  • Stop Doing This With Your 1099 Income (What High-Earning Doctors Get Wrong)
    May 16 2026

    5 Costly Money Mistakes 1099 Physicians Make (And How to Fix Them)


    In this episode, I explain why many high-earning 1099 physicians still feel financially stressed—not because they don’t make enough, but because they haven’t built the business systems needed to manage taxes, cash flow, and bookkeeping.


    Payment workflow made smarter by Melio - https://affiliates.meliopayments.com/...


    The exact framework I walk through with new clients and how to structure your entity, what to track, which retirement accounts to use, and how to stop leaving money on the table. Free, no catch.


    The CPA's Guide to Being a 1099 Physician https://stephenleecpa.com/cpas-guide-...


    Book an appointment - https://stephenleecpa.com/the-locum-c...


    🔔 Subscribe for more tips and strategies tailored for business owners and high earning professionals.


    On this channel, Stephen Lee shares proven strategies to help high earners, business owners, and professionals keep more of what they make, minimize taxes, and build lasting wealth.


    Whether you’re optimizing your S-Corp, investing smarter, or managing 1099 income, this channel gives you the tools to make confident money moves — backed by real client experience.


    Subscribe for smart, actionable advice — and take control of your financial future.


    The information provided on this channel is for general information and entertainment purposes only. It is not intended to serve as legal, financial, or tax advice. You should not act or refrain from acting on the basis of any content included on this channel without seeking appropriate legal, tax, or other professional advice specific to your individual circumstances. The use or reliance on any information contained on this channel is solely at your own risk.


    00:00 1099 Money Disappears

    01:13 Mistake One Paycheck Mindset

    02:16 Mistake Two Messy Books

    02:58 Discovery Call Offer

    03:29 Sponsor Melio Bill Pay

    05:08 Mistake Three Emotional Payments

    05:53 Mistake Four Contractor Compliance

    06:39 Mistake Five More Income Myth

    07:26 Six Step Reset Plan

    08:09 Wrap Up Subscribe

    Show More Show Less
    9 mins
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