High Stakes With Steve Rozenberg

Steve Rozenberg sits down with top entrepreneurs, industry experts, and high-level thinkers to uncover what really drives business success. From growth strategies to leadership insights, every episode delivers real-world advice you can apply immediately. No fluff, just practical solutions from people who’ve been in the trenches.

Episodes

Sep 24, 2025

32 min

🌍 Whatever business we’re in, we’re truly in the relationship business. 🤝It’s all about connecting, conversating, and solving real problems.In this week’s episode, Steve sits down with Connor Doyle, a marketer living in Bali who helps contractors level up their online presence. From law school to digital nomad, Connor’s journey is one you don’t want to miss.🎧 Tune in on Apple Podcasts and Spotify for powerful insights on marketing, authenticity, and building trust in business!

Sep 24, 2025

32 min

Sep 17, 2025

37 min

🚀 New Episode of High Stakes with Steve Rozenberg 🎙️This week, Steve sits down with Adam Charlton, Senior Direct Marketing Coach at REI Printmail.From conferences to powerful conversations, this connection sparked ideas on data-driven direct mail, AI-powered targeting, and the art of creating campaigns that actually work.📬 Why does direct mail still matter in 2025?🤝 How to know your ideal customer avatar📈 Tracking KPIs that boost ROI💡 The psychology of colors, fonts & timing in marketing📊 Real-world results from investors & contractorsWhether you’re in real estate, contracting, or any business that needs leads, this episode is packed with insights you can use today.🎧 Listen now on your favorite podcast platform.#HighStakesPodcast #SteveRozenberg #DirectMailMarketing #Entrepreneurship #BusinessGrowth

Sep 17, 2025

37 min

Sep 10, 2025

39 min

🔥 From selling RVs 80+ hours a week to building million-dollar sales teams — Adam McCombes shares his journey of sacrifice, faith, and transformation.➡️ Tune in to hear how he went from burnout at a dealership to thriving in marketing and sales, helping businesses scale with real impact.🎧 Don’t miss this inspiring episode!

Sep 10, 2025

39 min

Sep 4, 2025

31 min

Sales expert Tony Varga shares how to build high-performing sales teams that actually close! Don’t miss it. At Mach 5, Tony Varga will dive deep into the art of sales—how to frame conversations, handle objections effectively, and build scalable sales teams that thrive.
His approach isn’t about pressure or manipulation, but about serving, guiding, and helping clients make confident decisions.
Don’t miss Tony’s keynote packed with tactical, actionable strategies you can apply immediately to grow your business. 💡

Sep 4, 2025

31 min

Aug 27, 2025

45 min

🔥 NEW EPISODE OUT NOW!This week we’re joined by Tony Flattum—a powerhouse in roofing and real estate.From:👉 Knocking doorsTo:👉 Owning doors & building wealthThis episode is packed with gold for anyone serious about building a business AND a legacy. 💰🎧 Listen now.#PodcastDrop #TonyFlattum #BusinessAndWealth #EntrepreneurLife

Aug 27, 2025

45 min

Aug 20, 2025

51 min

From surviving adversity to achieving entrepreneurial mastery, Jason has built, scaled, and exited 26 businesses—not by accident, but by design.As the founder of the Built to Exit (B2X) system, Jason helps business owners design their exit—on their terms, for top dollar, and with freedom intact.He’s also deeply committed to making a difference: tackling domestic violence, human trafficking, and disaster relief with boots-on-the-ground action.Key Highlights:Exit Strategist — helps founders exit with clarity, systems, and high valuationPodcast Host & Keynote Speaker — guiding businesses around the world through his insightsPurpose-Driven Leader — championing ethical capitalism and entrepreneur-centered freedom

Aug 20, 2025

51 min

Aug 6, 2025

39 min

Ashley Wilson has worn many hats:👩‍⚕️ Director in Big Pharma🏠 High-end real estate investor💼 Commercial developer📚 Author & national speaker💻 Tech founderWhat looks like a zigzag career on the outside is actually a strategic path fueled by self-awareness, grit, and purpose.In this episode, Ashley dives deep into:🔹 Why she left a top role in corporate pharma🔹 The mindset shift from employee to entrepreneur🔹 How she built multiple businesses while moving internationally🔹 Her secret to leading virtually — and powerfully🔹 The one decision that changed everything💥 “I’ve always bet on myself. And I’ve always believed everything is figure-outable.” – Ashley WilsonThis isn’t just about success — it’s about identity, resilience, and redefining what fulfillment looks like.🎧 Available now on YouTube, Spotify & Apple Podcasts👉 Link in bio.#AshleyWilson #EntrepreneurJourney #FromPharmaToFreedom #RealEstateInvestor #WomenInBusiness #MindsetShift #PodcastEpisode #LeadershipMatters #VirtualLeadership #HighPerformanceHabits

Aug 6, 2025

39 min

Jul 30, 2025

39 min

With 25+ years in the building materials industry, Grady Ashley knows what it means to lead from the front — in business and in life.From building culture-driven teams to raising a family of five, Grady brings real leadership lessons from the trenches.In this episode, we dive into:🧠 The mindset it takes to truly lead💬 Why listening is your most powerful leadership tool⚡️ How to motivate every type of employee💥 The truth about money, value, and finding purposeGrady keeps it real — from “bussin’ bussin” Gen Z lingo to what it really takes to inspire people at every level.🎧 Available now on YouTube, Spotify, and Apple Podcasts — link in bio!#LeadershipPodcast #BusinessWisdom #GradyAshley #ConstructionLeadership #MotivationalTalk #EntrepreneurMindset #LeadWithPurpose #PodcastDrop #TeamCulture #SalesAndLeadership

Jul 30, 2025

39 min

Jul 23, 2025

49 min

Host Steve: "You're not gambling money, but you're gambling the most valuable asset you have, which is your time."How do you make sure you're not just creating a job for yourself, but building a real business?Our guest Eric Fortenberry (@ericfortenberry) is obsessed with this question. After selling his first software company, he saw brilliant contractors stuck in chaos, unable to scale past a certain point. He realized they didn't just need software; they needed a new way to operate.We dive deep into his journey from a huge exit to his "second at-bat," applying hard-won lessons to a massive new market.Are you building a business or just a job? Listen to the full conversation to find out how to build the former. Link in bio! 🎙️#Contractor #BusinessOwner #Scaling #Entrepreneur #SmallBusiness #ConstructionBusiness #PodcastForEntrepreneurs #TimeIsMoney

Jul 23, 2025

49 min

Jul 16, 2025

43 min

“I was born and raised in one of the coldest places on Earth — Siberia. Growing up in a one-bedroom apartment as the oldest of seven kids, I knew one thing: I had to change the trajectory of my life.”⁠With no plan B, Dmitry tore up his return ticket and arrived in the U.S. with nothing — no job, no friends, just a relentless drive to change his family tree. 💥⁠Today, he’s built a life from grit, discipline, and unstoppable ambition. From sleeping in a car to becoming a successful entrepreneur, his story is proof that pressure creates diamonds.🏋️‍♂️ His mindset? What you do at 12–14 shapes who you’ll become.💡 His drive? Hunger from humble beginnings.🇺🇸 His mission? Chase the American Dream — and bring others with him.This episode is raw, real, and filled with life-changing mindset shifts.🎙️ Watch the full story now on High Stakes Podcast with @steverozenberg📺 YouTube | 🎧 Apple Podcasts | Spotify#ImmigrantMindset #FromNothingToSomething #HighStakesPodcast #AmericanDream #GritAndGrowth #PodcastHighlight #EntrepreneurJourney #MindsetMatters #NoPlanB

Jul 16, 2025

43 min

Steve Rozenberg

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