The Entrepreneur DNA How to Keep More of Your Money: Active vs. Passive & Real Estate Truths | Neil Jesani | EP 85
In this episode, I sit down with finance pro Neil Jesani to cut through the noise on tax write-offs for entrepreneurs and investors. We break down active vs. passive income, what actually unlocks depreciation (cost seg, real estate professional (REP), short-term rental rules), why 461(l) caps W-2 offsets, and how business owners can do far more. We hit estate tax vs. income tax, the step-up in basis myth/truth, smart uses of §179/bonus depreciation (including equipment plays), audits & record-keeping, and practical setup for new founders (LLC → S-Corp). If you’re making money—or about to—this will help you keep more of it, legally.
About Neil:
Neil Jesani is the founder of Neil Jesani Advisors, Inc., a national boutique tax, accounting, and financial advisory firm based in the Miami–Fort Lauderdale area. His in-house team includes CPAs, IRS Enrolled Agents, tax attorneys, and CFPs serving high-income individuals, entrepreneurs, and professional firms across the U.S., with a focus on advanced tax strategy, compliance, business performance, and legacy planning. The firm operates from a ~10,000 sq ft office and emphasizes research-driven, white-glove execution. Jesani also leads Neil Jesani Wealth, a multi-family office for ultra-high-net-worth families.
Connect with Him:
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Website: neiljesani.com
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Services: services.neiljesani.com Neil Jesani Advisors, Inc.+1
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Instagram: @neiljesani Instagram
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X (Twitter): @neiljesani X (formerly Twitter)
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LinkedIn: linkedin.com/in/neiljesani LinkedIn+1
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Facebook: facebook.com/neiljesaniadvisors Facebook
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YouTube: Neil Jesani Advisors channel/videos YouTube+1
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Email: hello@neiljesani.com
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About Justin:
After investing in real estate for over 18 years and almost 3000 deals done, Justin has created a business that generates 7 figures in active income through wholesaling and fix and flipping as well as accumulating millions of dollars of rental properties including 5 apartment buildings, 50+ single family homes, and 1 storage facility
Justins longevity in real estate is due to his ability to look around the corners, adapt to changing markets, perfecting Raising private capital, and focusing on lead generation which allows him to not just wholesale and fix & flip, but also accumulate wealth through long term holds.
His success in real estate led him to start The Entrepreneur DNA podcast and The Science Of Flipping podcast and education company, and REI LIVE where he’s actively doing deals with members. He has coached and mentored thousands of aspiring and active investors over the last decade.
Connect with Justin:
- Instagram: @thejustincolby
- YouTube: Justin Colby
- TikTok: @justincolbytsof
- LinkedIn: Justin Colby
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