From figuring out where you fit inside your company and validating ideas before you invest in them, to shipping early and improving with your customers, get a candid look at how founders grow, adapt, and make better decisions over time. In this episode of Wise Up, serial entrepreneur and CEO of ThreatCaptain, Adam Anderson, joins Sean and Matt to unpack the lessons every business builder eventually bumps into. 

In this episode of Wise Up, we're covering the rise of AI, changes in service delivery, the impact on staffing, and where the next big opportunities will emerge for MSPs. Hear from Rich Freeman of Channelholic as he breaks down the evolution of the MSP channel, what's shifting right now, and the trends likely to define 2026.

Scaling an MSP is never simple. From planning and stakeholder buy-in to vendor partnerships and standardizing operations, this episode of Wise Up dives into the real-world lessons MSPs need to learn to grow without breaking their business. We're joined by Mark Calzone, Vice President of Operations at Sourcepass, who's sharing what really happens behind the scenes of 12+ acquisitions and a full RMM migration.

Most MSPs can talk tech, but customers care about risk. In this episode of Wise Up, Brad Powell, Co-Founder of ThreatCaptain and 2025 PitchIT finalist, shares how to reframe cybersecurity as a business conversation that wins trust, drives buy-in, and turns insights into sales results.

Too many MSPs get stuck reacting to issues instead of driving strategy. In this episode of Wise Up, we're exploring why aligning IT with business outcomes matters, how leading with questions builds trust, and what habits move MSPs from vendor to true partner with Kip Fanta, SVP of Partner & Customer Development at GetInSync.

Proposals don’t have to slow you down. Discover how MSPs can simplify proposal creation, cut turnaround time, and deliver a more consistent client experience. In this episode of Wise Up, Nicolas Fry, Founder of Turbo Docx and 2025 PitchIT contestant, joins us to share his expertise.

Discover how automating dispatch and triage can free up staff, why the service coordinator role is so critical, and the habits that help MSP leaders scale smarter. In this episode of Wise Up, Dustin Puryear, former MSP owner and now founder of Giant Rocketship, joins us to share his expertise.

Discover what DMARC really is and how MSPs can turn compliance into a clear value story for clients. In this episode of Wise Up, Taylor Tabusa, Co-Founder of Palisade, explains how to talk about DMARC in plain language and offers expert insights to improve deliverability and show measurable results in QBRs.

Service desk backlogs don’t just frustrate clients; they hold your whole team back. Discover how AI can reduce escalations, speed up ticket resolution, and free up engineers to focus on higher-value work with insight from Mathieu Tougas, CEO and Co-Founder of Mizo, and PitchIT 2025 finalist.

From reducing ticket volume with conversational support to streamlining onboarding through AI-driven training, we're sharing how MSPs can use AI to make daily operations more efficient. Badri Varadarajan, Founder and CEO of HitWit, joins Wise Up to explain how turning existing know-how into “AI wizards” helps MSPs respond faster, learn from real client needs, and create better experiences for both staff and customers.