Entrepreneurs on Fire Tax Hacks for Entrepreneurs with Neil Jesani
11 snips
Oct 9, 2025 Neil Jesani, a tax attorney and founder of a prominent tax advisory firm, discusses crucial insights for entrepreneurs. He emphasizes that relentless hard work lays the groundwork for luck and success. Choosing the right business entity can save significant tax dollars and attract investors. Neil warns against common tax mistakes entrepreneurs make, advocating early estate planning for tax reduction and asset protection. He also delves into real estate strategies, highlighting the benefits of depreciation and the Airbnb loophole for offsetting income.
AI Snips
Chapters
Books
Transcript
Episode notes
Hard Work Creates Luck
- Neil Jesani emphasizes that there's no substitute for hard work and effort precedes luck.
- Consistent work creates opportunities that feel like luck when they arrive.
Pick Entity Based On Growth Plans
- Start as an LLC for a side gig then consider electing S-corp taxation once you gain traction.
- If you plan to raise outside capital or offer employee options, form a C-corp (often in Delaware) from the start.
Tax Planning Becomes Possible With Ownership
- Entrepreneurs often ignore taxes while chasing revenue and crisis management.
- Early tax planning unlocks strategies that high W-2 earners typically cannot access.
