10 smart questions to ask before hiring an IT services company

10/30/25 at 03:00 AM

10 smart questions to ask before hiring an IT services company 
DesignRush; by Sergio Oliveira; 10/28/25 
A first-hand guide for CEOs on how to vet IT vendors, avoid scope traps, and ensure accountability beyond the pitch. ... Every IT partner looks capable during a pitch — that’s their job. The challenge is separating an agency's confidence from day-to-day reality. I’ve learned that asking the right questions early is the only way to find out how potential agencies will handle change, protect uptime, and keep you in control of your own data. 

  1. How Deep Is Your Industry Experience, and What Results Have You Delivered? ...
  2. Who Will Actually Manage Our Systems Day-to-Day? ...
  3. How Will You Integrate With Our Existing Systems and Remote Workforce? ...
  4. How Do You Handle Licensing and Third-Party Tools? ...
  5. More ...
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