Preston Seo
Founder of Legacy Investing Show. He teaches tax strategy, investment planning, business structures, and retirement accounts.
Preston started Legacy Investing Show in 2020, after paying off $80,000 of his own debt. He and his wife built a $15M+ real estate portfolio along the way. He now teaches the same decisions to professionals, investors, and founders who earn good money and want to keep more of it.
How he got here
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2017
$80,000 in debt
Employed full time, with no system for taxes, cash flow, or investing.
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2018
First experiments
Income, ownership structures, tax moves, and real estate. Some worked. Others were expensive lessons.
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2019
Debt cleared
The $80,000 was paid off.
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2020
Legacy Investing Show founded
Built to teach the frameworks rather than single tactics.
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2024
Past 2,000 students
Guided through the same frameworks, one decision at a time.
What he teaches
- Tax strategy
- Which deductions, structures, and timing decisions apply to a situation, and in what order.
- Investment planning
- How to choose between assets on the numbers rather than on the story attached to them.
- Business structures
- Entity choice, ownership, and how the structure changes what you owe.
- Retirement accounts
- Solo 401(k)s, IRAs, conversions, and the trade-offs between them.
- Debt management
- Paying down debt as one option among several, compared against investing the same dollar.
- Alternative income
- Airbnb arbitrage and other income streams that do not depend on a salary.
Airbnb arbitrage is about 20% of the work, and it is the part people know him for. The other 80% is tax strategy, investment planning, structures, and retirement.
Students typically earn $75K+. Most are high earners paying more tax than they expected, business owners deciding how to pay themselves, real estate investors sizing up depreciation and entity choices, or professionals building a first wealth system.
Where he publishes
Where to start
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The full story
How the system came together, in his own words.
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The tax strategy library
Every strategy written up on its own page, with who it fits and what it is worth.
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The blog
Case studies, walkthroughs, and the written version of the videos.
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Student results
What people did after they ran the frameworks.
The free tax masterclass
Preston teaches it live, with a Q&A at the end.