Even the best tools can’t make up for risky user behavior. In this episode of Wise Up, we're joined by Dexter Caffey, CEO of Smart Eye Technology, to discuss why small changes, such as shutting down devices at night or rethinking how we manage unattended screens, can go a long way in protecting MSP clients from everyday threats and remote attacks.

In this episode of Wise Up, we're sharing how MSPs can offload low-fit clients, expand into new markets, and boost contract value by turning managed services contracts into currency. From AI-driven valuations and risk scoring to escrow protections and reputation ratings, hear from MSPX founder, Matt Yesbeck, as he breaks down how MSPX works and why getting "comfortable being uncomfortable" is a key habit for growth.

Over the last 20 years, Rayanne Buchianico, owner of ABC Solutions, has helped MSPs turn messy books and processes into true financial clarity. In this episode of Wise Up, she shares why margins slip, how to scale operations without breaking systems, and the tough staffing choices that protect profitability.

Success in the MSP world isn’t about being the smartest person in the room. It’s about grit, purpose, and getting comfortable with being uncomfortable. In this episode of Wise Up, Michael Crean, SVP of Managed Security Services at SonicWall and founder of Solution Granted, shares how pushing past fear, staying true to your word, and finding passion in your work can change the trajectory of your business.

Compliance can feel like a checkbox exercise, but it doesn’t have to be. Discover how MSPs can approach frameworks in a smarter, more sustainable way on this episode of Wise Up with Mark Heather, CEO of Compliance Aid. From using AI for evidence gathering to making sure policies actually work in real life, Mark is sharing lessons any MSP can take back to their business.

Finding the right talent is one of the toughest challenges MSPs face, and Chris Keith is on a mission to change that. As founder of Hirexe and part of the PitchIT 2025 cohort, Chris shares how his platform uses AI and a South African talent pool to match MSPs with top candidates in days, not months. Hear from the expert about why defining roles up front, culture fit, and long-term career paths are just as important as technical skills.

Throughout the last 20 years, Gene Reich has been building a successful MSP, launching Traceless, a cybersecurity company, and still finding time for family, gardening, and life outside of work. In this episode of Wise Up, he's sharing how he made the leap from MSP to vendor, why specialization beats trying to serve everyone, and how he's managed to stay grounded while running multiple businesses.

Trying to make sense of frameworks such as CIS and NIST? You’re not alone. From common framework myths to the difference between selling security and doing security, we're breaking down how MSPs can stop chasing trends and start building security programs that work. Don't miss expert insights from special guests, Michael Zbarsky and Jared Casner of Blacksmith Infosec, on this must-listen episode of Wise Up.

In this episode of Wise Up, we're taking an honest look at what it takes to stay in the game, grow with intention, and build a business that lasts. We're joined by Clay Archer, CEO of DPC Technology, who's spent years building and running his own MSP. Listen in as Clay shares his first-hand experiences and lessons learned from navigating growth, burnout, and leadership evolution.

What really happens when you sell your MSP and step into a larger organization? In this episode of Wise Up, we're unpacking what MSP owners need to know about scaling, acquisitions, and letting go. From the chaos of integration to the reality of exit regret, Joshua Skeens, CEO of Logically, shares lessons learned from building and running one of the largest platforms in the country.