Ep287: Safeguarding Your Physician Career with Disability Insurance Insights from Jamie Fleischner
BootstrapMD - Physician Entrepreneurs Podcast with Dr. Mike Woo-Ming
Release Date: 04/02/2025
BootstrapMD - Physician Entrepreneurs Podcast with Dr. Mike Woo-Ming
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This episode is sponsored by: My Financial Coach You trained to save lives—who’s helping you save your financial future? My Financial Coach connects physicians with CFP® Professionals who specialize in your complex needs. Whether it’s crushing student loans, optimizing investments, or planning for retirement, you’ll get a personalized strategy built around your goals. Save for a vacation home, fund your child’s education, or prepare for life’s surprises—with unbiased, advice-only planning through a flat monthly fee. No commissions. No conflicts. Just clarity. Visit...
info_outlineBootstrapMD - Physician Entrepreneurs Podcast with Dr. Mike Woo-Ming
This episode is sponsored by: My Financial Coach You trained to save lives—who’s helping you save your financial future? My Financial Coach connects physicians with CFP® Professionals who specialize in your complex needs. Whether it’s crushing student loans, optimizing investments, or planning for retirement, you’ll get a personalized strategy built around your goals. Save for a vacation home, fund your child’s education, or prepare for life’s surprises—with unbiased, advice-only planning through a flat monthly fee. No commissions. No conflicts. Just clarity. Visit to...
info_outlineBootstrapMD - Physician Entrepreneurs Podcast with Dr. Mike Woo-Ming
This episode is sponsored by: My Financial Coach You trained to save lives—who’s helping you save your financial future? My Financial Coach connects physicians with CFP® Professionals who specialize in your complex needs. Whether it’s crushing student loans, optimizing investments, or planning for retirement, you’ll get a personalized strategy built around your goals. Save for a vacation home, fund your child’s education, or prepare for life’s surprises—with unbiased, advice-only planning through a flat monthly fee. No commissions. No conflicts. Just clarity. Visit to...
info_outlineBootstrapMD - Physician Entrepreneurs Podcast with Dr. Mike Woo-Ming
This episode is sponsored by: My Financial Coach You trained to save lives—who’s helping you save your financial future? My Financial Coach connects physicians with CFP® Professionals who specialize in your complex needs. Whether it’s crushing student loans, optimizing investments, or planning for retirement, you’ll get a personalized strategy built around your goals. Save for a vacation home, fund your child’s education, or prepare for life’s surprises—with unbiased, advice-only planning through a flat monthly fee. No commissions. No conflicts. Just clarity. Visit to...
info_outlineBootstrapMD - Physician Entrepreneurs Podcast with Dr. Mike Woo-Ming
This episode is sponsored by: My Financial Coach You trained to save lives—who’s helping you save your financial future? My Financial Coach connects physicians with CFP® Professionals who specialize in your complex needs. Whether it’s crushing student loans, optimizing investments, or planning for retirement, you’ll get a personalized strategy built around your goals. Save for a vacation home, fund your child’s education, or prepare for life’s surprises—with unbiased, advice-only planning through a flat monthly fee. No commissions. No conflicts. Just clarity. Visit to meet your...
info_outlineBootstrapMD - Physician Entrepreneurs Podcast with Dr. Mike Woo-Ming
This episode is sponsored by: My Financial Coach You trained to save lives—who’s helping you save your financial future? My Financial Coach connects physicians with CFP® Professionals who specialize in your complex needs. Whether it’s crushing student loans, optimizing investments, or planning for retirement, you’ll get a personalized strategy built around your goals. Save for a vacation home, fund your child’s education, or prepare for life’s surprises—with unbiased, advice-only planning through a flat monthly fee. No commissions. No conflicts. Just clarity. Visit to meet your...
info_outlineBootstrapMD - Physician Entrepreneurs Podcast with Dr. Mike Woo-Ming
This episode is sponsored by: My Financial Coach You trained to save lives—who’s helping you save your financial future? My Financial Coach connects physicians with CFP® Professionals who specialize in your complex needs. Whether it’s crushing student loans, optimizing investments, or planning for retirement, you’ll get a personalized strategy built around your goals. Save for a vacation home, fund your child’s education, or prepare for life’s surprises—with unbiased, advice-only planning through a flat monthly fee. No commissions. No conflicts. Just clarity. Visit: to meet...
info_outlineThis episode is sponsored by: Set For Life
Set for Life Insurance helps doctors safeguard their future with True Own Occupational Disability Insurance. A single injury or illness can change everything, but the best physicians plan ahead. Protect your income and secure your future before life makes the choice for you. Your career deserves protection—act now at https://www.doctorpodcastnetwork.co/setforlife.
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As physicians, our ability to earn is our greatest asset—yet a single injury or illness can derail everything. In this episode, Dr. Mike Woo-Ming sits down with Jamie Fleischner, president and founder of Set for Life Insurance, a company that has guided over 30,000 physicians since 1993. Jamie shares her expertise on disability insurance, focusing on the unique benefits of Guaranteed Standard Issue (GSI) policies that skip medical underwriting and ensure coverage regardless of preexisting conditions.
From the importance of "own occupation" definitions to the pitfalls of relying solely on employer-provided plans, Jamie offers practical advice for physicians at all stages—whether you’re a resident, a mid-career doctor, or transitioning to a new path like private practice or entrepreneurship. She also highlights common misconceptions, red flags to watch for when shopping for policies, and why timing is everything when securing coverage.
Tune in to learn how to protect your income, navigate career shifts, and ensure your financial future, no matter what life throws your way.
Three Actionable Takeaways:
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Secure Coverage Early – Disability insurance gets more expensive and harder to obtain as you age or develop health issues. Act during training or while you have verifiable W2 income for the best rates and options.
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Prioritize "Own Occupation" Policies – Ensure your policy covers your specific specialty, so you’re protected even if you pivot to another role or career without losing benefits.
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Reevaluate Regularly – Life changes like career transitions, income shifts, or paying off debt are key moments to adjust your coverage—don’t set it and forget it.
About Guest:
Jamie Fleischner is the founder and president of Set for Life Insurance, a company dedicated to helping physicians secure disability and life insurance since 1993. With over 30 years of experience, she has worked with more than 30,000 doctors across the country, offering tailored solutions like Guaranteed Standard Issue (GSI) disability insurance. Inspired by her personal experience caring for her mother during a double lung transplant, Jamie is passionate about ensuring physicians protect their income and financial stability.
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Set for Life Insurance Website: https://www.setforlifeinsurance.com/
About the Host:
Through two decades of experience as a physician entrepreneur, Dr. Mike Woo-Ming has built and sold two seven-figure companies in the online marketing and lead software industry. He is also a physician practice owner, currently running multiple successful medical clinics. He founded BootstrapMD, a consultancy firm, to help empower physician entrepreneurs through live events, courses, and coaching. Dr. Mike is also the CEO of Executive Medical, a boutique medical practice specializing in age management, weight loss, and aesthetics. As a co-owner and medical director of several clinics, he helps other doctors transition into business ownership.
To learn more, read his book, The Positioned Physician: Earn More, Work Smart, Love Medicine Again, available on Amazon.
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Let’s Connect: Start building your business today. Learn more at: www.bootstrapmd.com
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