How Did Josh Winn Close 115 Deals in Just Four Years?

Are you overlooking the power of believing in yourself—and the magic that comes from betting on your own potential?In this episode of the Investor Agent Synergy Podcast, hosts Jeremy and Shelly Beland sit down with rising real estate agent and investor, Josh Winn of Realty One Group in Bedford, New Hampshire. Josh shares his inspiring journey from a career in medical sales to closing over 115 real estate transactions—all within four years of stepping into the industry.From taking the leap during the uncertainty of the pandemic to learning the ins and outs of property management through hands-on experience, Josh reveals what it really takes to grow as both an agent and an investor. He opens up about the mindset, systems, and investor partnerships that have shaped his fast-growing career.Whether you’re a new agent, a seasoned investor, or somewhere in between, this conversation is full of relatable stories and valuable insight into how young professionals can carve a lasting path in real estate.🎯 Key Takeaways:Believing in the Leap: How Josh transitioned from medical sales to real estate during COVID—and never looked back.Educating First-Time Buyers: Why Josh focuses on serving new homebuyers and guiding them through buying with less than 5% down.Agent-Investor Synergy: The benefits of building relationships with investors for repeat business and less emotional volatility.Hands-On Property Management: What Josh learned from self-managing a three-family in Manchester—and how it’s helped him earn client trust.Creative Deal-Making: Hear the story of how a dilapidated barn and a TikTok video helped secure a three-family investment deal.Quality Over Quantity: Josh’s philosophy on focusing on cash flow and appreciation, not just door count, as he builds toward 10–15 properties by age 30.📲 Connect with Josh Winn:Instagram: https://www.instagram.com/soldbywinn/🔗 Connect with Us:Facebook: Investor Agent Synergy PodcastInstagram: @investoragentsynergyYouTube: Investor Agent Synergy🎙 Brought to you by New Hampshire Home Buyers Since 2017, New Hampshire Home Buyers has helped homeowners sell their houses in any condition—fast. Visit NHHomeBuyers.net to learn more.Ready to grow through collaboration? Subscribe to the Investor Agent Synergy Podcast, leave a review, and share this episode with fellow agents and investors. Let’s build powerful partnerships—and wealth—together.