How Cleva Group Automated Billing for Microsoft Licences, Managed Services, Backup, Security and Support

Cleva Group case study

How Cleva Group Automated Billing for Microsoft Licences, Managed Services, Backup, Security and Support

Cleva Group needed more than basic Microsoft 365 licence sync. The team used Sync 365 to align user-driven recurring services with ConnectWise agreement quantities.

Custom billing automationConnectWiseManaged-user billing
25 of 30 lines controlledFor one complex customer, roughly 25 out of 30 invoice lines were being pulled through Sync 365.
Beyond licence syncSupport, backup, antivirus, web filtering, and other services could follow user-count logic.
Commercial rules coveredDepartment splits, minimum quantities, and customer-specific recurring rules were part of the workflow.

The challenge

Basic licence synchronisation did not solve the bigger billing problem: every user-count change could affect several other recurring service lines.

  • Support, backup, antivirus, web filtering, and security quantities often needed to match Microsoft user counts.
  • Manual updates created mismatches between Microsoft licence lines and related services.
  • Complex customers needed billing split by department, agreement, or internal structure.
  • Minimum quantity rules added another manual month-end check.

What changed with Sync 365

Sync 365 became the logic layer for recurring service quantities tied to Microsoft licence and user counts.

  • Tie related billing lines to Microsoft licence and user counts.
  • Support customer-specific billing rules beyond Microsoft licences.
  • Apply department splits and minimum quantity rules where agreements require them.
  • Reduce dependency on one person remembering every customer-specific billing rule.

“Everyone can do 365 licensing. It's the custom stuff I need.”

Chris F, Operations Director, Cleva Group

From licence sync to full recurring billing control

The important shift was moving custom recurring logic out of spreadsheets and memory, then into a repeatable billing workflow that ConnectWise could use.

1

Set the billing driver

Use Microsoft users and licences as the source for recurring service quantities.

2

Map related services

Connect backup, support, security, and filtering lines to the right PSA rules.

3

Apply agreement logic

Handle minimums, splits, and customer-specific rules without a manual checklist.

4

Review the output

Check the billing result instead of rebuilding invoice lines one by one.

Custom billing is the differentiatorThe story shows why MSP billing automation needs to cover recurring services, not just Microsoft licence lines.
Complex customers become manageableLarge customers with many invoice lines are easier to control when most recurring lines flow through one process.
Less key-person riskThe process no longer depends as heavily on one person remembering every customer billing rule.

Outcome

  • More recurring billing lines controlled through Sync 365.
  • Fewer manual agreement updates across ConnectWise billing records.
  • Better quantity alignment between Microsoft licences and related managed services.
  • Less customer confusion when invoice lines need to match across service categories.
  • A more scalable process for larger or more complex MSP customers.

Why this matters

For MSPs with recurring services tied to Microsoft users, the real billing problem is rarely one licence line. It is the chain of related services that must also stay aligned.

Key takeaway

Sync 365 helps MSPs automate recurring billing beyond Microsoft licences by keeping user-driven service quantities aligned inside PSA workflows.

Sync 365 helps MSPs automate Microsoft 365 licence reconciliation, Azure billing, managed-user billing, and custom recurring services while keeping the PSA as the billing system of record.

Want to automate billing beyond basic licence sync?

Book a Sync 365 demo to see how custom billing logic can keep Microsoft licences, managed services, and PSA quantities aligned.

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