Free Live Masterclass for Doctors
How doctors are using short-term rentals/vacation rentals to shelter their W-2 income — and build cashflow on top
Join us to discover how to shelter your W-2 income, create monthly cashflow, and build a life on your terms — with short-term rentals/vacation rentals.
Monday, July 13 · 5:00 PM PT | 8:00 PM ET
Live online · Private access link sent after registration
Why this matters for your 2026 return
Short-term rentals are one of the easiest ways to access the tax benefits of investing in real estate — by helping you shelter your W-2 income. The catch is the calendar — to apply this to your 2026 return, a property generally needs to be placed into service during this tax year.
You'll learn how to:
- Keep more of what you earn: Discover how qualifying short-term rentals/vacation rentals may help shelter your W-2 income.
- Create income beyond your clinical work: See what one well-run property can look like, and how doctors use cashflow to create more freedom.
- Build equity faster: Learn how experienced investors uncover hidden value that can increase a property's income and long-term worth.
- Invest with confidence: Uncover the top three mistakes that cost new short-term rental owners time and money — and how to avoid them from day one.
This masterclass is for you if...
You're tired of writing a huge check to the IRS every year.
You want to build wealth beyond your clinical income.
You want more freedom over your time and career.
You're considering a short-term rental but want a proven roadmap.
You'd rather learn from doctors who've already done it than figure it out alone.
This masterclass is for you if...
You're tired of writing a huge check to the IRS every year.
You want to build wealth beyond your clinical income.
You want more freedom over your time and career.
You're considering a short-term rental but want a proven roadmap.
You'd rather learn from doctors who've already done it than figure it out alone.
See what's possible
These are exceptional student experiences shared with permission. They are not typical, and individual results vary.
Please see the full disclaimer below.
Meet your instructors
Letizia Alto, MD & Kenji Asakura, MD
We know what it’s like to build a successful medical career while wondering if there’s another way. As hospitalists, we wanted more time, more flexibility, and more choice — not an escape from medicine. By building a portfolio of cashflowing real estate and using strategic tax planning, we created the freedom to practice on our own terms.
Today we own more than 185 long- and short-term rental units and have helped 4,500+ doctors and high-income professionals build wealth beyond medicine using the proven systems we’ll share in this masterclass.
Ready to see what's possible?
2026 could be the year you keep more of your W-2 income and start building a life on your terms.
Join us live on Monday, July 13th, and we’ll show you how.
Results not guaranteed. The student examples shared are exceptional results and are not typical. Students’ results have not been tracked, and your results will depend on factors including your effort, strategy, financial situation, market conditions, and more. Semi-Retired MD does not provide legal, tax, accounting, or investment advice and is not a substitute for working with your own licensed professionals. Real estate investing involves risk and requires diligence. Tax outcomes vary — consult your CPA or tax advisor before taking action; your individual situation will determine your results.