Season 3 Episode #7: From Stuck to Successful – Interview with Brett Jaffe - CEO
Release Date: 02/21/2025
From Stuck to Successful
Jay McBain is the Chief Analyst for Global Channels at Canalys, recognized worldwide as a leading voice on partnerships, ecosystems, and the future of go-to-market models. With 30 years of experience at IBM, Lenovo, Autotask, ChannelEyes, and Forrester, he’s been named Channel Influencer of the Year and featured on dozens of top industry lists. A futurist and community leader, Jay has served on multiple CompTIA councils and advisory boards for CRN, Channel Partners, and Ziff Davis. He’s a sought-after keynote speaker and blogger whose insights shape how technology companies build and...
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Wilson Molina is the founder and principal broker of Molina Realtors & Molina General Contractors, a Minnesota-based firm he launched in 2013. A licensed real estate broker and contractor, Wilson brings a rare blend of hands-on building experience and savvy real estate acumen to every client. Over the past decade, he has guided buyers and sellers while also managing renovations, new construction, and multi-family development projects—always with an eye toward affordability and inclusive service. Wilson Molina and his family immigrated from Ecuador to Minnesota in 1992. At just 16, he...
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Chris Day, Founder & CEO of ScalePad, believes the future of managed services belongs to leaders driving transformation—not just maintaining infrastructure. With ScalePad, he equips MSPs to deliver measurable outcomes, turn data into growth, and make every client conversation a leadership moment. Chris is passionate about challenging and helping leaders think bigger about what’s possible. His journey is proof that transformation starts with vision—and that vision becomes reality when leaders have the courage to pursue it. On this episode of From Stuck to Successful, we dive into...
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Matt is the Co-Founder of DonorDock, a mission-driven company dedicated to empowering nonprofit organizations through simple, intuitive software designed to enhance fundraising efforts. Fueled by a deep-seated passion for helping nonprofits achieve their mission, Matt believes technology should be an enabler of positive change rather than a burden. Through DonorDock, he strives to unlock the potential of technology to drive greater impact for nonprofit organizations. Resources: Website: LinkedIn: LinkedIn:
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In this episode, I sit down with Scott Spatz—President of Cooperative Systems and a 25-year veteran of the IT services industry who truly understands what it takes to build a thriving, people-first organization in a highly technical world. Scott’s journey from engineer to executive is built on more than just strategy—it’s grounded in purpose. As the President of Cooperative Systems, a leading MSP based in Connecticut, Scott has helped countless small and mid-sized businesses stay secure, productive, and future-ready through proactive IT management and cybersecurity solutions. But...
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In this episode, I sit down with Hal Reynolds, one of my personal heroes. Hal believes in youth and technology, and he’s passionate about transforming the esports landscape into opportunities for young minds to develop real-world skills in coding, gamification, AI, and technology. Hal Reynolds is the visionary and founder of DYGI, which is built on the belief that data, grit, and innovation drive meaningful results. With a sharp eye for emerging trends and a relentless commitment to execution and our youth, Hal launched DYGI to help unlock growth in our youth. In this conversation, we get...
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In this episode, I sit down with Brady Nash—one of the wisest and most strategic business minds I’ve ever met. Brady’s entrepreneurial journey is nothing short of remarkable. He started his company with credit card debt, selling plasma on weekends to keep things afloat. Fast forward to today, he’s led a successful exit with a private equity acquisition for a very large (and undisclosed) sum. As the former Co-Founder and CEO of BNG Holdings, Brady’s company moved billions of dollars annually, building one of the largest payment processing companies in North...
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Alane is the Co-Founder of Biggest Goal, where she and her team builds workflows and systems in Asana, Monday.com, and ClickUp that help businesses grow and scale through automation. But, this wasn’t how the show went. We talked about self-limiting beliefs, how tech business owners struggle with mental health challenges that destroy their lives, and the barriers that keep them from growing their businesses so they can achieve their dreams. Resources: Website: LinkedIn:
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Brett has had a rich journey in the IT channel that has spanned more than 25 years. Brett Jaffe has masterminded, created, and led dozens of teams. He has architected international channel partner programs, and is a seasoned speaker, consultant, and trusted advisor. Now, as a vital cog in the MSP+OS machinery, post the ConnectStrat merger, Brett is eager to channel his expertise to uplift the ITSP sector, empowering many to realize their visions. Resources: Website: Youtube: LinkedIn: Facebook:
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Ryan owns a growing and thriving MSP based in Indiana. He's been in IT for more than 20 years and is passionate about solving business problems using technology. Check out this longer than normal episode where we talk about email marketing best practices, sales processes, mental health, and celebrating milestones along the way. Resources: Website: LinkedIn: Facebook:
info_outlineBrett has had a rich journey in the IT channel that has spanned more than 25 years.
Brett Jaffe has masterminded, created, and led dozens of teams. He has architected international channel partner programs, and is a seasoned speaker, consultant, and trusted advisor. Now, as a vital cog in the MSP+OS machinery, post the ConnectStrat merger, Brett is eager to channel his expertise to uplift the ITSP sector, empowering many to realize their visions.
Resources:
Website: https://mspplus.com/
Youtube: https://www.youtube.com/channel/UCF0p6k5zXwHGvExa_gHn1kw
LinkedIn: https://www.linkedin.com/company/msp-plus/
Facebook: https://www.facebook.com/mspplusos