Silly Money

About

Win the game of capitalism by being smart about personal finance, taxes, and entrepreneurship. Join the Silly Money community of over 100,000+ high earners to get better at money and business.

Events

• Direct Indexing Masterclass 2026-06-04
• How to Pay Less in Taxes in 2026 2026-03-26
• Personal Finance for Startup Founders 2026-02-12
• How to Maximize Your Earnings on Cash 2026-01-22
• The Ultimate Guide to a Solo 401k - The Most Powerful Retirement Account in America 2025-12-23
• Save Big in 2025: Your Year-End Tax Strategy Masterclass 2025-12-12
• The High Earners Guide to a Roth IRA 2025-10-30
• How to Understand and Negotiate Your Startup Equity 2025-08-26
• The New Tax Bill For Business Owners and High Income Earners (OBBB 2025) 2025-07-16
• How to Pay Less in Taxes in 2025 2025-06-24
• My 3 Favorite Tax Strategies for High Earners 2025-06-18
• Ultimate Guide to Solo 401ks - Most Powerful Retirement Account in America 2025-06-17
• Build Smarter Health Benefits for Your Solo Business 2025-06-17
• The 5 A.M. CEO Playbook for Campus Hustlers 2025-05-28
• Personal Finance for Startup Founders 2025-05-28
• How to Maximize Your Earnings on Cash 2025-05-22
• So You Want to Back the Next Big Startup? Here’s Where to Start 2025-05-13
• Break Into America: The O-1 Guide for Extraordinary Founders 2025-05-12
• Zero to Send: Build a Newsletter People Can’t Ignore 2025-05-09
• After Hours at Carry Café 2025-05-08