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Your Next Tech Starts in 90 Days. Here's the Plan You Write This Week.

A technician and an owner stand at a desk as the technician points to a color-coded schedule on a laptop screen.

You've hired the tech. The start date is set. And you have no written plan, which means they'll spend their first week following you around while you're buried, you'll forget to cover the password reset process, and they'll be guessing for three months.

The fix is to write the plan this week, before they walk in. A 90-day calendar in three phases: observe, shadow, act. Then a weekly 15-minute check to adjust it. That's the whole system, and it fits on one page.

I'd start by printing a blank calendar and filling in the phases by week. Month one is observation and shadowing. Month two is taking low-risk tickets with review. Month three is solo work with weekly case reviews. Then you adapt as you go.

Pair Them With the Right Tech, Not the First Available

The buddy question comes second, but it decides whether the plan works. Pair on skill gaps, not seniority. A tech who's strong technically but shaky on client calls needs a buddy with soft skills, not the most senior person in the room.

You also have to check the workload. If the only candidate buddy is the owner, the pairing will die in week two. Picture a five-person MSP where the owner is the senior tech. They cannot spare 20 hours a week to mentor, and the plan fails before it starts.

So decide the pair in week one, after you've watched the new tech work for a few days. And agree up front that you'll switch pairs if it's not working. A pairing that bottlenecks the new tech's progress is worse than no pairing at all.

Weeks 1-4: Watch the Tech Work, Then Have Them Shadow

Month one is about seeing the machine before touching it. The first week, the new tech sits beside the buddy and watches tickets flow. How the PSA queues work. How techs talk to clients. What gets logged where. No fixing anything yet.

Weeks two through four, they shadow. They log incidents under the buddy's account, co-author resolutions, and run small tasks under watch. The honest cost here: the buddy loses up to 20 hours a week of their own productivity in month one, and ticket resolution slows while the new tech watches instead of works. Budget for it.

The trap is assuming a mid-level hire doesn't need tool training. Someone who spent three years in in-house IT may have never seen an MSP's PSA or RMM. The tools are different, the client cadence is different. Tool training is real training, even for a senior.

Weeks 5-8: They Take Tickets, With a Safety Net

By month two, the new tech takes real tickets: password resets, standard software installs, the low-complexity stuff that still needs a human. Every ticket gets reviewed with the buddy before it closes. Every call gets a second ear.

Pick a simple client for this phase. Say you have a dental office with one site, flat network, ten endpoints. That's the right place for them to learn on. Not the client with six sites and SD-WAN routes. Not yet.

The weekly check-in is where you see whether the safety net is holding. Review resolution quality and client communication. If the tech is drowning, adjust the next week's targets down. If they're bored, speed up. The plan is a draft, not a contract.

Weeks 9-12: They Go Solo, With Weekly Case Reviews

Month three, they own tickets. They close them, they call clients, they manage their own queue. You still review three closed tickets a week and listen to one recorded call. That's the review that catches what a ticket never shows.

Give them a small client to own outright. One with simple infrastructure and a tolerant contact. Check their open queue once a week and look for tickets aging past the SLA. The review tells you whether they're ramped or need another month.

If the weekly check-in gets canceled twice in a row, the plan is dead. That's the main failure mode. A 15-minute slot is small enough to protect. Cancel it and you'll find out in month six, when the tech is still escalating everything.

When This Plan Won't Work (and What to Do Instead)

This plan assumes three things: you have a second tech to pair with, your clients are typical SMBs with one site and standard endpoints, and you have some documentation of their environments. When those don't hold, adjust.

No second tech? The owner is the only senior person? Then hire a contractor for the first month, or pay for an external onboarding program. It costs money. It also beats burning 40 hours a week of the owner's time while the new tech watches.

Complex clients, the multi-site SD-WAN or compliance-heavy verticals? Extend the shadow phase. Let the new tech watch the network team for two weeks before they touch a ticket. The risk of breaking something expensive is not worth a faster ramp.

No documentation? Then month one has to include building it. Have the new tech update the wiki as they learn each client. It slows them down and it makes the knowledge base real.

One more honest caveat: the new tech will underreport struggles in check-ins. Nobody wants to look incompetent in week three. So ask specific questions: "Which ticket took you longest?" "What did you have to look up?" Those get answers. "How's it going?" gets a shrug.

The constant across every version of this plan is the weekly check. That's where you catch the overload, the skill mismatch, the pair that isn't working. Set the recurring 15-minute meeting on your calendar Monday morning. It's the first thing to do, and it's the thing that makes the other 89 days matter.

Written ByMegan Friesen

Staff Writer, Operations and People. Megan Friesen covers the business of running an MSP for MSP Outpost: service delivery, people and the ticket board. She judges every idea by what it does on Monday morning.

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Written by Megan Friesen
MSP Outpost publishes information, not legal, financial, insurance, tax or compliance advice, and reading it creates no professional relationship. For decisions about your business, talk to a qualified professional.

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