June 2026
Seven questions to ask an IT company before you switch to them
Including the ones we hope you ask us.
By Eric Grimes, Partner
Switching IT providers is nerve-racking, and most of the fear is not knowing what you are buying. These are the questions we would ask.
Who responds? Not who is on the website. Who actually gets back to you when you log a request at 8:15 on a Monday, and how long it takes. Send one and find out.How do you know your clients are happy? Ask whether they survey every ticket and who reads the results. Our answer: every closed ticket, and a partner reads every one. If a provider does not measure it at all, that is an answer too.Can I see your onboarding process? Written down, step by step. If it is in someone's head, it will be different for you than it was for the last client.When did you last test a restore for a client? Not run a backup. Restore one. The answer should be a date.Who owns my passwords and documentation? You do. Make sure the contract says so, and make sure you can get them without a fight if you ever leave.What is not included? Every plan has edges. A good provider will tell you where they are before you find them on an invoice.Can I talk to a client who has been with you more than five years? Anyone can have a happy new client. Ask for an old one.We are happy to answer all seven. We would rather you ask them of everyone.
Every new client goes through the same sixty-day onboarding, each step its own ticket, most of it before the contract starts. Nobody wings it.
A first sixty days, ticket by ticket From the shopSeventeen people in one building. When you call, you talk to someone who has been in yours.
Meet the team
"Super fast and helpful."
Jacinda, insurance brokerageMore from the survey wall- A technician who knows your setup takes every request. Not a dispatcher, not a queue.
- Every closed ticket is surveyed and a partner reads every response.
- 99.5% of surveys come back positive.
- Family-owned since 2005. 21 years in the same corner of Wisconsin, not going anywhere.
"Tyler got to my request very quickly and resolved the issue within minutes."
Nichole, insurance brokerageTalk to a partner, not a sales script.
Tell us what is going on. A partner will call you back the same business day, look at what you have, and tell you honestly whether we are the right fit. No pricing pressure, no pitch deck.