Path To Passive: Real Estate Investing For Technology Professionals
Welcome to "Path To Passive: Real Estate Investing for Tech Professionals," the podcast that helps tech-savvy individuals secure their financial future through real estate. In the fast-paced world of technology, it's easy to overlook the power of real estate as a source of passive income. This podcast is here to change that.In each episode, we'll break down real estate investment strategies in plain language, tailored to tech professionals like you. We'll cover topics like how to use your tech skills to make data-driven property decisions, generate passive income, manage risks, and maximize tax benefits. Plus, you'll hear inspiring success...
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#138 - Direct Capital Raising Wins Bigger Investor Checks with Derek Vickers
<p>Send us Fan Mail</p><p><b>What if the key to building a $130M real estate portfolio wasn't a Wall Street background — but pure, relentless persistence from a small-town kid who once had to choose between a 20-oz and an 8-oz Red Bull because he couldn't afford both?<br/><br/>In this episode of Path to Passive, host Steven Arita sits down with Derek Vickers, mobile home park investor, fund manager, and operator of over 2,000 units across 40+ communities. <br/><br/>Derek shares the raw, unfiltered story of how he went from selling insurance and cold-calling mobile home park own...
#137 - Structure Over Deals: Real Estate Profit Strategy with Cherif Medawar
<p>Send us Fan Mail</p><p>Your W-2 salary is a great start, but it was never designed to build the kind of wealth that lets you step back and live life on your own terms. <br/><br/>In this episode of Path to Passive, host Steven sits down with Cherif Medawar — a real estate investor, fund manager, and educator with 35+ years of experience. He has completed hundreds of transactions and built a $100M+ portfolio across the U.S. and Puerto Rico, including historic commercial assets in Old San Juan. <br/><br/>Cherif's path to passive income didn't start with...
#136 - Delaware Statutory Trusts: A 1031 checklist with Ashley Romiti
<p>Send us Fan Mail</p><p>If you're a W-2 tech professional sitting on a rental property you're tired of managing, this episode is your exit strategy. <br/><br/>Host Steven Arita sits down with Ashley Romiti, president and founder of GCA 1031 and a 15-year commercial real estate veteran, to break down Delaware Statutory Trusts (DSTs): the powerful but under-the-radar tax strategy that lets real estate investors sell their properties, defer capital gains taxes through a 1031 exchange, and step into fully passive institutional-grade investments. <br/><br/>Ashley explains exactly how DSTs work as replacement properties in a 1031 exchange, what as...
#135 - Tax Liens vs Rentals: Higher Returns Less Management with Brian Seidensticker
<p>Send us Fan Mail</p><p><b>What if the most overlooked real estate investment strategy has been hiding in plain sight at your local courthouse? <br/><br/>In this episode of Path to Passive, host Steven Arita sits down with Brian Seidensticker, aerospace engineer turned entrepreneur, founder of Tax Sale Resources, and co-founder of Mount North Capital — to pull back the curtain on tax lien and tax deed investing for W-2 tech professionals looking to build passive income outside the stock market. </b></p><p><b>Brian shares how he stumbled into this niche the hard way: after gett...
#134 - Multifamily Income Caps, Businesses Scale Revenue with Reed Goossens
<p>Send us Fan Mail</p><p>What if the key to building real wealth isn't quitting your W-2 job — it's using it as a strategic launchpad?<br/><br/>In this episode of Path to Passive, host Steven Arita sits down with Reed Goossens, Australian-born real estate entrepreneur, syndicator, and author of Investing in the U.S., who has scaled from a single triplex to over 1,000 units syndicated through his firm RSN Property Group. <br/><br/>Reed shares the mindset shifts, identity breakthroughs, and tactical pivots that took him from structural engineer to full-time investor — and how his visa status actua...
#133 - Match Capital with Operators, Reduce Deal Risk with Joe Downs
<p>Send us Fan Mail</p><p><b>What's hiding in plain sight in your own backyard could be the commercial real estate opportunity most W-2 tech professionals have never considered. <br/><br/>In this episode of Path to Passive, host Steven Arita sits down with Joe Downs, founder of Belrose Group who went from owning a bar to building a portfolio of 20-plus self-storage facilities and pioneering an entirely new asset class called pro storage. </b></p><p><br/></p><p><b>Joe breaks down why the explosive growth of e-commerce — think Amazon losing 25% of sales if they can't deli...
#132 - Cap Rate Spread: Safer Real Estate Leverage with Mike Zlotnik
<p>Send us Fan Mail</p><p>If you're a W-2 tech professional wondering why your stock portfolio feels like a rollercoaster with no seatbelt, this episode is going to change how you think about building real wealth. <br/><br/>Host Steven Arita sits down with Mike Zlotnik — chess master, former software engineer, fund manager at TF Management Group, and the man behind BigMikeFund.com — who traded midnight software deployments for what he calls "asymmetric return opportunities" in private real estate. <br/><br/>In this conversation, Mike breaks down exactly why private real estate investing offers something the stock market simply...
#131 - SPVs: Predictable Passive Investing with Jeremy Neilson
<p>Send us Fan Mail</p><p>If you thought investing in private deals was only for people with hundred-million-dollar venture funds and a team of lawyers on speed dial — this episode will change that. <br/><br/>In this conversation on the Path to Passive podcast, host Steven Arita sits down with Jeremy Neilson, an attorney-turned-private-asset-investing specialist who has personally closed nearly 9,000 SPVs, processed over 10,000 tax returns, and helped onboard upward of 300,000 investors since getting a cold call from a 6-person AngelList in 2013 — while pushing his kid on a backyard swing. <br/><br/>Jeremy breaks down exactly what a special purpos...
#130 - Mobile Home Parks: Recession-Proof Cash Flow with Leo Young
<p>Send us Fan Mail</p><p>What if your next investment had a waitlist of tenants, constrained supply, and cash flow that holds up even when the economy doesn't? <br/><br/>In this episode, Steven Arita sits down with Leo Young, founder of Cornell Communities and former top performer at Tesla, to break down exactly why mobile home parks (manufactured housing communities) are one of the most overlooked passive income vehicles for tech professionals today. <br/><br/>Leo walks through the three-part investment thesis that changed his thinking — recession-resistant demand, government-constrained supply, and operational arbitrage that most individual owners leav...
#129 - US Rentals To Overseas Assets: Diversification with Mike Cobb
<p>Send us Fan Mail</p><p>What percentage of your investible net worth is actually outside your home country? <br/><br/>If you're like most tech professionals, the answer is "basically zero" and you might be missing one of the smartest diversification plays available. <br/><br/>In this episode of Path to Passive, Steven Arita sits down with Mike Cobb, CEO of ECI Development, who's spent over 25 years developing resort communities, running a bank, and building a teak timber empire across Latin America. <br/><br/>Mike started his career in the IBM clone business in the 1980s, where he lea...
