Who Owns Your Accounts? Please Don't Say “Dave.”
Domains, email, cloud subscriptions, backups, and admin identities need documented business ownership and recovery access. Dave can be lovely. Dave can also leave.
Discuss Ownership Planning →The Caribou Field Notes
A Little Homework Beats a Lot of Swearing.
Ask us. Ask your current provider. Ask before someone says “we assumed.” These questions help owners and leaders get useful answers without earning an honorary IT degree.
Backed Up. Great. Can You Restore It?
Ask what was tested, how long recovery takes, how much recent data you could lose, and who can run the restore. A green checkmark is a status. It isn't the whole plan.
Discuss Recovery Targets →More Security Tools. Or Better Security?
Ask how identity protection, MFA, managed devices, backups, awareness, and response fit together. Buying another dashboard is easier than deciding who acts on its alerts. Do both parts.
Discuss Security Priorities →Surprise! Your Budget Has Left the Building.
Ask for renewal dates, replacement plans, duplicate subscriptions, and the reasons behind recommended spend. Surprises are more fun when they don't require an emergency purchase order.
Discuss a Technology Roadmap →Is Getting Help Its Own Technical Problem?
Your team should know where to ask, how urgency is handled, and when to expect updates. “Did you try calling the other number?” is a remarkably poor customer journey.
Discuss Service Levels →“Should Be Easy” Is Not a Project Plan.
Ask for scope, dependencies, milestones, decision owners, acceptance criteria, and budget guardrails. Confidence is welcome. A rollback plan is also welcome.
Discuss Project Delivery →