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The Side Hustle and Business Show with Eric Lindsey
Eric Lindsey
155 episodes
1 day ago

We will provide you with up-to-date side hustles and business tips to help you operate a successful side hustle or business. You will learn how to manage your business while working full-time or having very little time to contribute to building your business. This podcast will supply you with the roadmap that leads to financial security. We will give you step-by-step actionable tips that you can implement in your everyday life to find success through side hustles, small businesses, part-time, or even full-time endeavors.

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Entrepreneurship
Business
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All content for The Side Hustle and Business Show with Eric Lindsey is the property of Eric Lindsey and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.

We will provide you with up-to-date side hustles and business tips to help you operate a successful side hustle or business. You will learn how to manage your business while working full-time or having very little time to contribute to building your business. This podcast will supply you with the roadmap that leads to financial security. We will give you step-by-step actionable tips that you can implement in your everyday life to find success through side hustles, small businesses, part-time, or even full-time endeavors.

Show more...
Entrepreneurship
Business
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From Fear to Freedom: Andrew Freed’s Honest Take on Exiting the W-2 and Leveling Up
The Side Hustle and Business Show with Eric Lindsey
31 minutes 7 seconds
1 month ago
From Fear to Freedom: Andrew Freed’s Honest Take on Exiting the W-2 and Leveling Up

Most people think you must quit your job to succeed in real estate, but Andrew Freed proves otherwise. From using a HELOC on his Boston condo to scaling 240+ units, he shows how W-2 professionals can balance careers while building wealth through multifamily, syndications, and creative financing.

📘 From W-2 to 240+ Units
 Andrew started as a project manager on the W-2 path. During COVID, Rich Dad Poor Dad sparked a mindset shift. Realizing his net worth was tied to one condo, he tapped a $200K HELOC, house-hacked, JV’d into small multifamily, and expanded into syndications—growing from 30 to 240+ units in 3.5 years.

⏳ Investing While Keeping a W-2
 Andrew focused on time management with 7 Habits, prioritizing urgent/important tasks and cutting wasted hours. He used his W-2 income to qualify for loans and house hacks, building bank credibility. His advice: don’t rush to quit—use your job as leverage.

🏘️ A 39-Unit Deal
 In Worcester, a 39-unit portfolio projected $1.5M equity but hit turbulence when a bank changed terms, demanding a full year of reserves in escrow. Andrew pivoted to private lending, closed in weeks, and is stabilizing for a $7M refinance. Lesson: even “perfect” deals need flexibility, creativity, and strong partnerships.

💡 Rules Before Quitting Your Job

  • Target ~2× monthly overhead—cash flow is lumpy.
  • Keep active income—flips, brokerage, lending, side hustles.
  • Don’t rush—Andrew delayed leaving his W-2; opportunities grew after, but the transition was tough.

🎯 Key Takeaways

  • Start with house hacks, duplexes, or small multifamily.
  • Use your W-2 to qualify—banks value steady income.
  • Build systems early—processes save time and allow scale.
  • Delegate low-value tasks to focus on high-dollar activities.
  • Partnerships accelerate growth—bring time, money, or expertise.

🧭 Coaching Round

  • For New Investors: Define goals—active (finding deals, raising capital) vs. passive (providing capital).
  • Balancing Career & Family: Double down on strengths—analysis, networking, or ops. Passion sustains energy.
  • If Starting Small: Network nonstop, join masterminds, add value via underwriting, sourcing, or raising capital.
  • Why Passive Investing Works: Steady cash flow, diversification, and tax benefits like cost segregation (consult a CPA).

📚 Books

  • Mindset — Carol Dweck
  • The Hands-Off Investor — Brian Burke
  • 10x Is Easier Than 2x — Hardy & Sullivan

📚 Final Thoughts
 Andrew Freed proves you don’t need to quit your W-2 to thrive in real estate. By leveraging time, systems, and partnerships, he turned a condo HELOC into 240+ units. His journey—both wins and setbacks—offers a roadmap: don’t chase job security, chase financial security.

Website: https://ericlindseyml.com/
Click On The Link Below To Schedule A Call With Eric:https://calendly.com/moonlightequitiesgroup/scheduled-conversation
Click On The Link Below For More Information About Eric Lindsey:
https://linktr.ee/ericlindsey

The Side Hustle and Business Show with Eric Lindsey

We will provide you with up-to-date side hustles and business tips to help you operate a successful side hustle or business. You will learn how to manage your business while working full-time or having very little time to contribute to building your business. This podcast will supply you with the roadmap that leads to financial security. We will give you step-by-step actionable tips that you can implement in your everyday life to find success through side hustles, small businesses, part-time, or even full-time endeavors.