#184: Quitting His W-2 To 50+ Deals in Year 1 (All On Market) - Jarrett Jackson episode artwork

EPISODE · Nov 14, 2025 · 47 MIN

#184: Quitting His W-2 To 50+ Deals in Year 1 (All On Market) - Jarrett Jackson

from The Leadway Wealth Builders Podcast · host leadwaywealthbuilders

What does it take to leave a steady W-2 job and close 100 real estate deals a year — all within two years? In this episode of the Leadway Wealth Builders Podcast, Chris sits down with Jarrett Jackson, a powerhouse wholesaler who walked away from a corporate sales career to go all-in on real estate. Jarrett shares how he built massive momentum in his first year, closing over 50 deals by focusing solely on on-market wholesaling — a strategy most investors overlook. He breaks down the systems that helped him scale fast, the mentors who shaped his mindset, and how he’s now transitioning into multifamily investing and larger wealth-building ventures. 🔥 In this episode, you’ll learn: ✔️ How Jarrett closed 50 deals in his first year and doubled in year two ✔️ The power of focusing on on-market wholesaling ✔️ Systems and structure that allowed him to scale quickly ✔️ The role mentorship plays in rapid growth ✔️ How he’s pivoting from quick flips to long-term wealth If you’ve ever thought about leaving your 9–5 to build a life on your own terms, this conversation is packed with real lessons, practical advice, and the mindset shifts needed to make it happen. 🔗 Listen now: 🎧 Apple Podcasts 🎧 Spotify 📺 YouTube 💡 Connect with Jarrett 📸 Instagram: @jarrettjacksonrei 💡 Follow for more real estate & wealth-building strategies: 📲 TikTok: @chris.reichenbach   #LeadwayWealthBuilders #RealEstatePodcast #WholesalingRealEstate #RealEstateInvesting #EntrepreneurMindset #FinancialFreedom #RealEstateHustle #WholesaleDeals #RealEstateMentorship #WealthBuilding #InvestorMindset #RealEstateMotivation #OffMarketDeals #RealEstateGrind #BusinessGrowth #RealEstateTips #SuccessMindset #InvestingJourney #LeadwayWealth #RealEstateCommunity #RealEstateCoach #BuildingWealth #PassiveIncome #FlippingHouses #RealEstateStrategy #RealEstateEducation #RealEstateGoals #ChrisReichenbach #JarrettJackson #EntrepreneurLife

What does it take to leave a steady W-2 job and close 100 real estate deals a year — all within two years? In this episode of the Leadway Wealth Builders Podcast, Chris sits down with Jarrett Jackson, a powerhouse wholesaler who walked away from a corporate sales career to go all-in on real estate. Jarrett shares how he built massive momentum in his first year, closing over 50 deals by focusing solely on on-market wholesaling — a strategy most investors overlook. He breaks down the systems that helped him scale fast, the mentors who shaped his mindset, and how he’s now transitioning into multifamily investing and larger wealth-building ventures. 🔥 In this episode, you’ll learn:✔️ How Jarrett closed 50 deals in his first year and doubled in year two✔️ The power of focusing on on-market wholesaling✔️ Systems and structure that allowed him to scale quickly✔️ The role mentorship plays in rapid growth✔️ How he’s pivoting from quick flips to long-term wealth If you’ve ever thought about leaving your 9–5 to build a life on your own terms, this conversation is packed with real lessons, practical advice, and the mindset shifts needed to make it happen. 🔗 Listen now:🎧 Apple Podcasts🎧 Spotify📺 YouTube 💡 Connect with Jarrett 📸 Instagram: @jarrettjacksonrei 💡 Follow for more real estate & wealth-building strategies:📲 TikTok: @chris.reichenbach📸 Instagram: @chris.reichenbach   #LeadwayWealthBuilders #RealEstatePodcast #WholesalingRealEstate #RealEstateInvesting #EntrepreneurMindset #FinancialFreedom #RealEstateHustle #WholesaleDeals #RealEstateMentorship #WealthBuilding #InvestorMindset #RealEstateMotivation #OffMarketDeals #RealEstateGrind #BusinessGrowth #RealEstateTips #SuccessMindset #InvestingJourney #LeadwayWealth #RealEstateCommunity #RealEstateCoach #BuildingWealth #PassiveIncome #FlippingHouses #RealEstateStrategy #RealEstateEducation #RealEstateGoals #ChrisReichenbach #JarrettJackson #EntrepreneurLife

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#184: Quitting His W-2 To 50+ Deals in Year 1 (All On Market) - Jarrett Jackson

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This episode was published on November 14, 2025.

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What does it take to leave a steady W-2 job and close 100 real estate deals a year — all within two years? In this episode of the Leadway Wealth Builders Podcast, Chris sits down with Jarrett Jackson, a powerhouse wholesaler who walked away from a...

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