My First Million How to retire with millions (and pay $0 taxes)
849 snips
May 14, 2025 
Ankur Nagpal, founder of Teachable and Carry, is a savvy investor known for his focus on tax optimization and wellness. He discusses IRS loopholes to help listeners retire with millions while minimizing tax burdens. Ankur also shares six innovative business ideas, including an Executive Clinic for Aesthetics and a Homeownership app. The conversation dives into advanced investment strategies like mega backdoor Roth conversions and reveals insights about the rising wellness industry. Plus, he highlights the potential of new sports trends like padel.
AI Snips
Chapters
Transcript
Episode notes
Founder Tests Goldman Sachs Portfolio
- Ankur put half of his post-exit money with Goldman Sachs and invested the other half himself for five years. - The private bank portfolio averaged only 6% returns vs. 13% from simple S&P 500 indexing.
Use Direct Indexing for Tax Alpha
- Use direct indexing to own each company in the S&P 500 for the same returns with tax-loss harvesting. - This strategy yields 30-40% of investments as usable tax loss, improving after-tax returns.
Earn More Before Tax Strategies
- Increasing your income is more effective than obsessing over tax optimization at low revenue. - Tax strategies matter mostly when compounding large amounts over time.