When you manage a 10-person office, evaluating a managed IT proposal is rarely in your job description. But the agreement you sign determines whether a ransomware attack costs two hours of downtime or two weeks — and whether a departing employee's access is revoked on their last day or sits open for months afterward. Most proposals look thorough on the surface. The gaps appear after something goes wrong.
A complete managed IT engagement for a firm your size covers help desk support with defined response windows, automated patching, endpoint detection and response, identity and access management, tested data backups, continuous security monitoring, vendor coordination, and documented processes for staff changes — plus regular strategic reviews. If a proposal is silent on any of these areas, treat that silence as a gap.
Use the checklist below to pressure-test any proposal before you sign.
Help desk and response times
Your provider should specify how quickly a technician responds to different categories of issues — not simply that "support is available." A system that is completely down warrants a different response window than a forgotten password. Ask for those tiers in writing. Ask how after-hours calls are handled. Confirm that a dedicated team that knows your environment is fielding requests, not an anonymous rotating queue.
Patching and updates
Unpatched software is among the most common entry points for attacks. A complete engagement includes automated patching for operating systems, browsers, and third-party applications on a defined schedule, with documented exceptions. Ask specifically whether workstations are included. Many lower-cost proposals cover only servers.
Endpoint protection
Antivirus alone is not sufficient. Current best practice is endpoint detection and response (EDR) — software that monitors for behavioral indicators of an attack, not just known malware signatures. Your engagement should include EDR deployment, active monitoring, and documented steps for what happens when a threat is detected. Confirm that coverage extends to remote workers.
Identity management and multi-factor authentication
Compromised credentials are involved in a significant share of breaches across every regulated industry. Multi-factor authentication on every user account — email, cloud applications, remote access — is a baseline control, not an upgrade. Your provider should configure and enforce MFA, manage password policies, and conduct periodic access reviews. Where feasible, single sign-on reduces the number of credential sets your staff manages.
Backup and recovery
Ask three questions before accepting any backup arrangement: Where are backups stored? How often are they tested? What is the documented recovery time for different failure scenarios? An untested backup is not a backup — it is a file whose usability has never been confirmed. Backups should reside off-site or in a separate cloud environment, isolated from the systems being protected. Ask to see written test results.
Security monitoring
A 10-person firm is not too small to be targeted. Continuous monitoring of network traffic and log data — through a managed detection and response arrangement or equivalent — means threats are identified before they escalate rather than discovered after the fact. Ask what triggers an alert, who reviews it, and how quickly your firm is notified of a confirmed incident.