EP297 – How to Systemize Your Business and Survive AI Disruption with David Jenyns
BootstrapMD - Physician Entrepreneurs Podcast with Dr. Mike Woo-Ming
Release Date: 06/11/2025
BootstrapMD - Physician Entrepreneurs Podcast with Dr. Mike Woo-Ming
How can military-honed resilience and positive psychology supercharge physician leadership? In this episode of Bootstrap MD, host Dr. Mike Woo-Ming interviews Dr. Christopher Colombo, as he shares his path from elementary school dreams of medicine to active-duty training, and his post-retirement "Lego break" before embracing part-time ICU night shifts and executive coaching. Inspired by a fellow physician's transition, he pursued training in executive and positive psychology coaching to address the personal-professional overlaps that frustrated him—like compartmentalizing life domains...
info_outlineBootstrapMD - Physician Entrepreneurs Podcast with Dr. Mike Woo-Ming
What does it take for a geriatrician to become a healthcare innovator impacting millions? In this episode, Dr. Mike Woo-Ming sits down with Dr. Michael Fang to share his journey from practicing medicine to co-founding Base10, an infection control software that saved lives in 150 nursing homes during the COVID pandemic, generating over $35M before its acquisition. He also co-founded Inosphere, impacting 7M mental health patients in the UK, Ireland, and Scotland. Now, as Chief Strategy Officer at Northwestern’s Feinberg School of Medicine and CEO of Rise Health, Dr. Fang is redefining...
info_outlineBootstrapMD - Physician Entrepreneurs Podcast with Dr. Mike Woo-Ming
In this episode, host Dr. Mike Woo-Ming exposes the "great physician money lie"—that high income automatically leads to wealth—and shares transformative insights from the book "The Wealth Ladder." Drawing from his 20+ years as a physician entrepreneur, he explains why many doctors earning $300,000+ live paycheck to paycheck, trapped in lifestyle inflation and employee mindsets. Dr. Woo-Ming breaks down the four levels of the wealth ladder, from financial insecurity to true freedom, and provides a simple formula to calculate your net worth. He emphasizes shifting from trading time for...
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...
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: 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: https://myfinancialcoach.com/bootstrapmd/ to meet your financial coach and find out if concierge planning is right for you.
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Dr. Mike Woo-Ming interviews returning guest David Jenyns to dive into strategies for building systemized, scalable businesses in the face of rapid AI disruption. David introduces his new book Systems Champion, a follow-up to his bestselling Systemology, focused on empowering non-founder team members to drive systems implementation.
Together, they discuss the critical role of the “Systems Champion,” the qualities to look for in hiring one, and how AI is transforming the business landscape. David shares the story of how AI disrupted a key part of his business and how he pivoted by embracing AI instead of resisting it.
Three Actionable Takeaways:
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Identify a Systems Champion: Not every business owner is detail-oriented. Empower someone else on your team to take the lead in systematizing your operations.
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AI is Coming—Adapt Now: Understand your business processes deeply, then explore how AI can help you do them faster, better, and cheaper.
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Recruit for Systems Thinking: From job ads to onboarding, embed systems thinking into your hiring process to create a process-driven company culture.
About the Guest:
David Jenyns is a systems devotee and founder of Systemology.com, with a mission to free business owners from daily operations. He’s helped businesses of all sizes create scalable, system-driven models. His latest book, Systems Champion, focuses on empowering the right team members to drive implementation and create long-term business freedom.
🎧 Systemology and Systems Champion are available on Amazon.
🔗 Learn more: systemology.com
About the Host:
Dr. Mike Woo-Ming has over 20 years of experience as a physician entrepreneur. He’s built and sold multiple seven-figure companies and now leads Executive Medical, a group of clinics specializing in age management and aesthetics. Through BootstrapMD, he mentors physicians in business, content creation, and autonomy.
Let’s Connect:
www.bootstrapmd.com
Want to start a podcast? Check out the Doctor Podcast Network!