AI-powered managed services

Microsoft 365 managed services that run your security, licenses and AI agents

One team operates your Microsoft 365, Azure, security and AI agents day to day: support, threat monitoring, license and cost control, and a monthly report on what changed.

Plans from $500 a month · per-user bundles for small businesses

Works alongside your IT team or as your whole Microsoft team.

Microsoft 365 managed services that run your security, licenses and AI agents

Short answer

Communication Square’s AI-powered managed services run an organization’s Microsoft environment: Microsoft 365 and Azure support, threat monitoring, license and Azure cost management, and the day-to-day operation of AI agents and assistants. Plans start at $500 a month for up to 50 users, with per-user bundles for small businesses from $20 per user per month.

Starting points

Why organizations choose our Microsoft 365 managed services

Support“Our IT person is drowning in tickets.”Microsoft 365 and Azure support, so your team can work on projects instead of password resets.See plans
Security“We pay for security tools but nobody watches the alerts.”Threat monitoring and identity protection on the Microsoft security you already license.See Microsoft security
AI“We have AI agents now. Who keeps them running?”Monitoring, model updates, access reviews and a monthly report for every agent and assistant.See AI services

The cost of waiting

Unmanaged environments drift, and AI adds a new layer to run

36%of SaaS licenses are left unused on average, measured against recommended utilization.Source: Zylo 2026 SaaS Management Index
43%of breached organizations had shadow AI involved in 2026, and only 32% had an AI policy.Source: IBM Cost of a Data Breach 2026, via Cybersecurity Dive

What it really is

Managed services used to mean a help desk. Now it means running AI safely too.

The job has grown. Alongside support and security, someone has to own licenses, cloud spend and the AI agents your teams now rely on.

Support and administrationMicrosoft 365 and Azure support and admin changes.
Threat monitoringAlerts watched and triaged on the security you license.
License managementSeats reviewed before renewals; unused licenses reclaimed.
Azure cost controlBudgets, alerts and right-sizing reviewed every month.
AI agent operationsMonitoring, updates and access reviews for agents.
Monthly reportWhat we did, what changed and what it cost.

What we manage

Microsoft 365, Azure and SharePoint managed services

Azure managed servicesMonitoring, patching, backup checks, budgets and right-sizing for your Azure subscriptions, as at Rock Hill Schools, on Office 365 and Azure since 2013.
SharePoint administrationSites, permissions, retention and Power Automate workflows kept in order, as for the San Diego Housing Commission after its SharePoint modernization.
Small-business plansA Basic plan for up to 50 users and per-user bundles for small businesses, with the same monthly report.
Microsoft Solutions Partner designations: Data & AI, Infrastructure and Digital & App Innovation (Azure) and Modern Work

Your options

In-house only, a traditional MSP, or AI-powered managed services

Most organizations already have some IT. The question is who covers what it cannot.

In-house IT onlyTraditional MSPAI-powered managed services (us)
Microsoft depthVariesGeneralistSolutions Partner for Azure (Data & AI, Infrastructure, Digital & App Innovation) and Modern Work
AI agents and assistantsNot coveredRarelyMonitored, updated and access-reviewed
Licenses and Azure costAd hocRarelyReviewed monthly, plus free assessments
ReportingAd hocTicket countsA monthly report on security, cost and AI
LicensingA separate vendorA separate vendorThe same partner, one invoice

Plans and prices

Published plans, not a custom quote for everything

Plans for organizations up to 500 users are priced per month. Larger estates and AI agent operations are quoted from the assessment.

PlanUsersMonthlyWhat it adds
FreeAny$0, then $250 per support ticketMicrosoft 365 license optimization and proactive cloud and Azure licensing
BasicUp to 50$500Proactive monitoring, Microsoft 365 support and threat management
Standard50–200$1,000Adds technical training, security awareness training, a virtual CIO and Azure support
Premium200–500$2,000Adds compliance advisory, account management and on-premises Microsoft application support
Enterprise500+QuotedScoped from the assessment
AI agent operationsAdd-on$3.5K–$15KMonitoring, model updates and access reviews for your agents and assistants

Small businesses can also buy per-user bundles that include Microsoft 365 licenses and management, from $20 per user per month.

PlanUsersMonthlyWhat it adds
FreeAny$300 per support ticketMicrosoft 365 license optimization and proactive cloud and Azure licensing
BasicUp to 50$750Proactive monitoring, Microsoft 365 support and threat management
Standard50–200$1,800Adds technical training, security awareness training, a virtual CIO and Azure support
Premium200–500$3,900Adds compliance advisory, account management and on-premises Microsoft application support
Enterprise500+QuotedScoped from the assessment
AI agent operationsAdd-on$4.9K–$20.9KMonitoring, model updates and access reviews for your agents and assistants

Government prices include procurement documentation, accessibility and records requirements, and delivery in Microsoft’s Government Community Cloud where required.

Our approach

Four steps to a managed environment

  1. AssessA free, read-only review of your Microsoft 365 and Azure estate.
  2. ScopeAgree the plan, the responsibilities and what we report each month.
  3. TransitionDelegated access, documentation and a handover from your current provider.
  4. Run and improveDay-to-day operation and a monthly review of security, cost and AI.

Our promise: a monthly report on what we did, what changed and what it cost. No black box.

Security and access

How we access your environment

  • Least privilege. Delegated admin access (GDAP) limited to the roles you approve, for the time you approve.
  • Multi-factor authentication on every account we use in your tenant.
  • Audit trail. Our actions are logged in your tenant and summarized in the monthly report.
  • Your data stays put. We operate your environment; we do not copy your content out of it.

Proof

Organizations we already run

Ongoing
City of Osage BeachMicrosoft 365 GCC licensing for city staff, with 24×7 threat alerts, identity protection and Microsoft 365 support.Managed services · Microsoft 365 GCC
Ongoing
Rock Hill SchoolsA 16,500-student district running Office 365 and Azure since 2013, with roughly 2,300 staff, moved onto our managed services.Managed services · Office 365 · Azure
Since 2025
San Diego Housing CommissionSharePoint modernization followed by governance, user training and ongoing managed services.SharePoint · managed services
Since 2024
Town of Hilton Head IslandMonthly developer hours that keep adding Power Automate workflows to the Town’s document management system.Power Automate · SharePoint

See our government record

The offer

Start with a free Microsoft 365 assessment

Before you hand anything over, see what your environment looks like today: licenses, inactive accounts, security hygiene and what managing it would involve.

License map

Purchased, assigned and used seats for every subscription.

Account and security review

Inactive accounts and hygiene issues to fix first.

Managed-service plan

The plan that fits, what we would take on, and what you keep.

  • Free for customers and non-customers
  • About one week
  • Read-only: nothing changes
  • The report is yours to keep

Why free? It is how we scope a plan that fits rather than selling you a tier you do not need.

How it runs

Day 0Scoping call with the engineer who would run your environment.

Days 1–2You grant temporary read-only access.

Days 2–4We review licenses, accounts and usage.

Day 5Findings and a proposed plan. Access is removed.

We reply within one business day.

Least-privilege delegated admin access (GDAP) with the roles you approve, multi-factor authentication on every account we use, and an audit log of our actions in your tenant.

Why us

A Microsoft partner that builds, licenses and runs it

Microsoft Solutions PartnerData & AI, Infrastructure and Digital & App Innovation (Azure) and Modern Work designations, recognized by Microsoft.
Tier-1 Cloud Solution ProviderLicenses and managed services from one partner, on one invoice.
AI operations includedThe agents we build for you are the agents we run.
Trusted by public agenciesCities, towns, school districts and housing agencies on Microsoft.

Common questions

Microsoft 365 managed services: common questions

Is Microsoft a managed service provider for Microsoft 365?

No. Microsoft runs the cloud service itself, but under its shared responsibility model your accounts, devices, data and settings stay your responsibility. A Microsoft 365 managed service provider takes on that day-to-day work: user changes, security alerts, license clean-up and support for your staff.

Are Office 365 managed services different from Microsoft 365 managed services?

Mostly in name. Office 365 is the apps and cloud services (Exchange, SharePoint, Teams); Microsoft 365 adds Windows, Intune and more security. Our Office 365 managed services and Microsoft 365 managed services are the same plans, covering whichever you license.

What does an Azure managed service provider do?

An Azure managed service provider watches your Azure workloads, applies updates and access reviews, and keeps spend in check. As an Azure managed service provider, we add Azure support from the Standard plan up, include Azure cost management in every plan, and run AI agents on Azure as an add-on.

Questions buyers ask

Before you decide

Do we have to buy our Microsoft licenses from you?

No. Licensing and management on one invoice is simpler, but the managed service works with licenses bought anywhere.

Can you work alongside our IT team?

Yes. You can keep your own IT staff and use us for Microsoft depth, security monitoring and AI operations, with responsibilities agreed in the scoping step.

How do we switch from our current provider?

The transition step covers delegated access, documentation and handover, timed so there is no gap in support.

What does “AI-powered” mean here?

That the service covers the AI agents and assistants you run: monitoring, model updates, access reviews and reporting, alongside the usual Microsoft support and security.

Hand us the Microsoft day-to-day

Start with a free, read-only Microsoft 365 assessment and a proposed plan.

Microsoft 365 managed services that run your security, licenses and AI agents