Neil Jesani has been featured in the Wall Street Journal, CNN, Forbes, Inc. Magazine, CBS, NBC, Treasury and Risk, and Fox Business, spoken at many medical and non-medical regional and national conferences, and has authored the best-selling book “Win the War for Money and Success”.

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Guest Resources

Neil Jesani Tax Advisors – Visit Neil’s website to connect, schedule a consultation with a senior tax attorney or CPA, or learn more about his firm’s services.

Neil Jesani Advisors LinkedIn – Connect with Neil Jesani Advisors on LinkedIn.

3 Value Bombs

1. Hard work is the non-negotiable foundation of success, opportunity only turns into “luck” when effort is already in place.

2. Choosing the right entity at the right stage can save millions in taxes and open the door to investor opportunities.

3. Real estate tax benefits are powerful, but only if you qualify to use them, structure matters as much as the property.

Show Notes

**Click the time stamp to jump directly to that point in the episode.

Today’s Audio MASTERCLASS: Tax Hacks for Entrepreneurs with Neil Jesani

[2:34] – Neil shares something he believes about success that most people disagree with.

Hard work has no substitute; the more work you put in, the more likely “luck” will meet you.
Timing and opportunity matter, but without effort, you won’t be ready to seize them.

[3:40] – Neil talks about entity planning and what founders should consider when choosing LLC, S Corp, or C Corp.

Wrong entity choice can cost millions, such as losing IRS Section 1202 benefits.
Start with an LLC for side gigs; convert to S Corp as you gain traction.
For scalable ventures (e.g., software, AI), start with a C Corp preferably in Delaware for investor access and flexibility.
You can fix structure later, but some decisions must be made early to capture certain tax advantages.

[5:56] – Neil talks about Income tax planning and what’s the #1 mistake high earners make?

Many entrepreneurs ignore taxes, focusing only on revenue growth or urgent problems.
This neglect leads to missed opportunities for legal tax savings.
Once momentum builds, bring in the right advisor to implement strategies only available to business owners.

[7:02] – A timeout to thank our sponsors!

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[9:40] – Neils talks about estate tax planning and how entrepreneurs can preserve generational wealth.

Most delay planning because it feels non-urgent.
Done is better than perfect; you can adjust plans later (even some irrevocable trusts).
Estate tax is on top of income tax, making planning essential.
Estate planning pairs with asset protection; without it, lawsuits can destroy what you’ve built.

[15:20] – Neil talks about real estate for entrepreneurs and how it should be approached for taxes and wealth building.

Two paths: own individual properties or join syndications. Choose based on your time and interest.
Always buy real estate because it’s a good deal without tax benefits; view tax perks as a bonus.
Understand depreciation rules (27.5 years for residential, 39 years for commercial) and cost segregation to accelerate deductions.
To use depreciation against active income, qualify as a Real Estate Professional (750+ hours/year, more than any other activity) or use the short-term rental “Airbnb loophole” (100+ hours, more than anyone else on the property).
Without active status, depreciation can still offset passive income.

[22:25] – Call to action.

Neil Jesani Tax Advisors – Visit Neil’s website to connect, schedule a consultation with a senior tax attorney or CPA, or learn more about his firm’s services.
Neil Jesani Advisors LinkedIn – Connect with Neil Jesani Advisors on LinkedIn.

[22:21] – Thank you to our Sponsors!

HighLevel: The ultimate all-in-one platform for entrepreneurs, marketers, coaches, and agencies! Learn more at HighLevelFire.com!
Freedom Circle: A powerful community of entrepreneurs led by JLD! Are you ready to go from idea to income in 90-days? Visit Freedom-Circle.com to learn more.

Killer Resources!

1) The Common Path to Uncommon Success: JLD’s 1st traditionally published book! Over 3000 interviews with the world’s most successful Entrepreneurs compiled into a 17-step roadmap to financial freedom and fulfillment!

2) Free Podcast Course: Learn from JLD how to create and launch your podcast!

3) Podcasters’ Paradise: The #1 podcasting community in the world!