Why Small MSP Habits Break Later

In this brief interview segment, the speakers discuss the operational and cultural challenges that emerge when a managed service provider (MSP) scales from roughly $8‑9 million in revenue toward $15 million. They identify several habits that become liabilities at larger scale: (1) hero leadership—founders or senior leaders trying to personally take over tasks, which hampers delegation; (2) reliance on informal communication—small‑team huddles and ad‑hoc roadmaps that dissolve as headcount grows, creating a need for formal meetings and documented processes; (3) pricing flexibility—custom discounts and per‑customer pricing that generate billing and reconciliation nightmares; (4) a hustle‑centric mindset that works at $2‑5 M but cannot sustain the complexity of a $10 M+ operation; and (5) tolerance of “B‑players,” which is feasible when the team is tiny but becomes a drag on performance at scale. The speakers conclude that beyond the $10 M threshold, success hinges on systematic processes, clarity, and higher talent standards rather than sheer hustle.










