In this deep and forward-looking conversation, Joey Pinz sits down with Chris Day, founder of TopLeft and creator of IT Glue, to explore how technology, intention, and transparency intersect in leadership. Recorded live at Pax8 Beyond 2025, this episode is a must-listen for any MSP founder or operator navigating rapid scale, system chaos, and AI disruption.
Chris shares what it was like to build IT Glue from scratch, how TopLeft was born from his own pain points in task management, and what he’s learning as he transitions from building tools to building teams. He dives into the current AI landscape, unpacking what’s real, what’s fluff, and what MSPs actually need to be paying attention to.
The conversation also turns personal: Chris discusses the pressure of past success, the challenge of staying grounded post-exit, and how transparency — in business models, client interactions, and personal growth — has become a guiding principle.
Whether you're scaling a platform or scaling yourself, this episode delivers clarity, candor, and strategic foresight from one of the MSP industry’s most influential builders.
🚀 Top 3 Highlights:
#MSP #Pax8Beyond2025 #TopLeft #ITGlue #AITaskManagement #MSPTools #FounderJourney #TransparentLeadership #PlatformGrowth #PostExitMindset #MSPGrowth #JoeyPinzPodcast #SaaSLeadership #TechClarity #AIForMSPs #StrategicFocus #MSPCommunity #NoMoreChaos
---
Join us for enlightening discussions that spark growth and exploration.
Hosted by Joey Pinz, this Discipline Conversations Podcast offers insights and inspiration.
🎧 Listen on Your Favorite Platforms:
🌐 Explore More:
🎵 Music by Tom Izzo: @wahlsinger https://tomizzomusic.com
Would you like to Sponsor Joey Pinz? Get the prospectus here: www.joeypinz.com/sponsor
💡 Support the Podcast:
• Subscribe: https://joeypinzconversations.com/subscribe/
• Patreon: https://www.patreon.com/joeypinz
• One-Time Payment: https://tinyurl.com/c6dx4hck
Subscribe, follow, and rate with 5 stars if y