Starting a new job at an MSP can be like jumping into a fast-moving river: exciting, a little terrifying, and occasionally filled with unexpected hazards. But what if you start noticing signs that your new workplace might be less team-oriented tech haven and more dumpster fire with Wi-Fi? That’s where this guide comes in. I’ve been an MSP owner, and I’ve made enough mistakes to recognize the red flags from a mile away—sometimes because I accidentally created them myself. Let’s dive in.
Good onboarding is like a map for a new hire—it shows you where you’re going and how not to fall into quicksand. Bad onboarding? It’s like being handed a compass that points everywhere but north. If your first day feels more like a scavenger hunt for passwords than an introduction to the team, you might have a problem.
What this looks like:
Translation: The MSP may be disorganized or in constant firefighting mode. Either way, this won’t end well.
Every MSP loves to talk about the importance of documentation. But if no one can find the documentation—or worse, it doesn’t exist—get ready for chaos. As a former MSP owner, I’ve seen the nightmare of missing documentation firsthand. Nothing’s more fun than trying to guess the admin password at 2 AM during a client outage (hint: it’s never “Password123”).
What this looks like:
Translation: If documentation isn’t a priority, expect inefficiency, blame-shifting, and a lot of late-night troubleshooting.
At a good MSP, you should be able to reach your team leads or coworkers when needed. At a bad MSP, trying to communicate feels like shouting into a void. This could be a sign of toxic management, or it could just mean no one knows who’s responsible for what. Either way, run.
What this looks like:
Translation: You’re on your own, and that’s not a good thing.
Everyone expects a learning curve in a new role, but if your first week involves being handed high-priority tickets with no guidance, you’re being set up to fail. Once, I gave a new hire a critical server issue to fix on day three. They didn’t even know how to access the remote desktop yet. That one’s on me, and I’ll own it. If your experience feels similar, it’s time to worry.
What this looks like:
Translation: They don’t have a plan, and you’re the plan. Yikes.
A good MSP invests in its team because trained, confident employees are the backbone of the business. A bad MSP throws you into the deep end without a floatie. If there’s no training or mentorship, expect to feel lost—and maybe even burned out—fast.
What this looks like:
Translation: You’re not a team member; you’re cannon fodder.
If everyone seems to leave this MSP faster than you can say, “What’s the Wi-Fi password?” that’s a major red flag. High turnover could mean toxic management, lack of growth opportunities, or burnout central.
What this looks like:
Translation: If it’s a sinking ship, do yourself a favor and grab a lifeboat.
If you’ve found yourself in a red-flag-filled MSP, don’t panic (yet). Here’s how to handle it: