Cooper Connelly
The Flip Side with Cooper Connelly
Welcome to the “Flip Side”, we are here to get real and break the mold of traditional real estate podcasts. Join us as we dive into the raw and unfiltered truths of the industry, shattering the facade of only showcasing successes. Hosted by Cooper Connelly, a young hungry real estate professional with a diverse background consisting of over 175 transactions and $35,000,000 in closed deals. Each episode of the “Flip Side" brings you candid conversations with industry experts who share their journeys, challenges, and how those experiences led to their victories. In a world saturated with glossy...
Author
Cooper Connelly
Category
Podcast website
Latest episode
Oct 14, 2025
Where to listen?
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Episodes
#25 Work on Letting Go 28.04.2025 13:07
Hey, it’s Cooper. In this episode, I’m using the podcast as a self-journal to talk about letting go of negative emotions, why most problems aren’t as big as they feel, and how a clear mind leads to better leadership. Plus, a quick update on what’s happening at Flight. Appreciate you listening — catch you on the flip side.
#24 Catch All Conversation with Hayden Vance: Market Truths, Tariffs, and Economic Turmoil. 07.04.2025 46:10
In this episode, Cooper Connelly and guest Hayden Vance dive into an unplanned, off-the-cuff convo about the divide between finding deals and selling them. From real estate wholesaling to insurance and beyond, they explore why doing everything isn’t always the smartest move — and how focusing on your strengths can be the real key to success.
#21 Get Real with Yourself 21.01.2025 13:04
Welcome to the Flip Side! In this episode, we kick off the New Year with a fresh perspective and a call to action for 2025. Reflecting on the importance of getting real with oneself, shedding excuses, and embracing a mindset of execution. Join us for an inspiring conversation that encourages listeners to look in the mirror and ask themselves how badly they want to achieve their goals. It's ti...
#20 People Are Everything with Tony Munoz 23.12.2024 41:27
Welcome to the Flip Side, where we dive deep into the realities of the real estate world. Join us as we wrap up the first season with Tony Munoz, a seasoned professional in Jacksonville's real estate scene. Together, we will explore the authentic challenges and triumphs of flipping, wholesaling, and construction, moving beyond the glamorous portrayals often seen on social media. Tune in for i...
#19 From Selling Suits to Flipping 80+ Homes a Year with Nawid Rostayee 09.12.2024 42:21
Welcome to The Flip Side , where we dive deep into the world of real estate flipping and entrepreneurship! Join us as we explore the inspiring journey of Nawid Rostayee, a dynamic figure in the Jacksonville real estate community, who transitioned from selling suits to flipping over 80 homes a year. In this episode, we share valuable insights, practical tips, and personal stories that highlight the...
#18 Deviating From the Norm with Hayden Davis 12.11.2024 31:06
In this episode, Cooper sits down with Hayden Davis, a driven 19-year-old real estate enthusiast from Jacksonville. From running a T-shirt business to managing a hot dog cart, Hayden’s journey into real estate is one of passion and entrepreneurial spirit. Despite his young age, he’s already interned at a title company, made the bold decision to skip college, and committed himself fully to the real...
#17 Recognizing Opportunity and Seizing it with Daniel Lee 21.10.2024 29:55
In episode, we sit down with Daniel Lee to discuss the art of recognizing opportunities and taking decisive action to seize them. From business insights to personal growth, Daniel shares valuable lessons on how to navigate challenges, stay prepared, and make the most out of every situation. Whether you're looking to advance your career or sharpen your mindset, this episode is packed with prac...
#15 On Market vs Off Market Wholesaling with Carlos Bolton 16.09.2024 42:19
🎙️ In this episode of Flip Side, we dive deep with Carlos Bolton, a real estate entrepreneur with an inspiring journey. From military life to mastering creative finance, Carlos shares how resilience, faith, and family shaped his path to success. Tune in to hear his strategies, lessons, and how he turned struggle into opportunity. 💡
#14 Over 500 Deals Closed! How to Get More Wholesale and Novation Deals Done with Blaine Dorsey 03.09.2024 35:04
In this episode of the Flip Side podcast, Cooper Connelly sits down with Blaine Dorsey, a real estate powerhouse who's been closing deals in Jacksonville, FL like no other. With over 500 deals under his belt in just 8 years, Blaine shares his journey from licking envelopes to becoming a master in-person closer. Discover the mindset, challenges, and strategies that have made Blaine a force in...
#13 Taking the Leap of Faith with Justin Mundinger 19.08.2024 22:01
In this episode of The Flip Side, I’m back with an insightful conversation with my friend and colleague, Justin Mundinger. We dive into his journey from a W2 job to full-time real estate, discussing the challenges, the grind, and what it really takes to succeed in this field. Whether you’re just starting out or thinking of going full-time, Justin’s story offers valuable insights. Tune in and get r...
#10 Building a Real Estate Business Despite Market Conditions with Cody Thompson 01.07.2024 31:18
Welcome to the Flip Side podcast! I'm your host, Cooper Connelly, and today we have a VIP guest, Cody Thompson. Cody, a Jacksonville Beach native, is not only an established real estate investor and agent but also a local surfing legend. In this episode, Cody shares his transition from a professional surfing career to owning a gym, and eventually diving into real estate. Listen as he recounts...
#9 The Power of Leadership with Wally Conway 24.06.2024 28:38
Welcome to the Flip Side Podcast! I'm Cooper Connelly. Join us as we dive into Wally’s journey and insights on building a strong, cohesive team. Whether you're in real estate or any other industry, this episode is packed with valuable advice. Thanks for listening, and stay tuned for more!
#8 Flipping, Wholesaling, and Family Life with Gavin Miller 03.06.2024 35:08
In this episode of the Flip Side podcast, Cooper Connelly sits down with real estate expert and active military serviceman, Gavin Miller. Gavin shares insights on balancing a demanding military career, family life, and a flourishing real estate business. Tune in as they discuss the reality of work-life balance, the importance of intentional time management, and the challenges and rewards of real...
#7 Lessons On Life Over the Months with Cooper Connelly 20.05.2024 12:41
🎙️ Welcome to the Flip Side podcast! I'm Cooper Connelly, and today, I'm running solo. Tune in as I reflect on my journey over the past six months in the real estate world. From the highs to the lows, let's dive into the realities and lessons learned! #RealEstateJourney #FlipSidePodcast #LifeLessons
#6 What 6 Months in Real Estate Actually Looks Like with Alex Chiasson 06.05.2024 30:25
On this episode of the Flip Side podcast, Cooper Connelly brings on a special guest, Alex, who is shaking up the real estate game after only six months in the industry. From starting out in political science to making the leap into real estate, Alex shares her journey of pursuing autonomy and flexibility in her career. Tune in as she discusses her experiences, challenges, and successes, providing...
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