MSP Contract & Billing Specialist (ConnectWise)

Prime System Solutions; Johannesburg; On-site; ZAR 420,000 - 640,000; Full time

Job summary

Prime System Solutions is seeking an Agreement & Billing Specialist to convert signed customer contracts into precise, well-maintained agreements in ConnectWise Manage. You will ensure services are set up and billed per contract terms and collaborate with Sales, Project Management, Service Delivery, and Finance during onboarding, changes, and renewals.

You will identify scope changes needing signed change orders before work proceeds and help manage expirations, pricing changes, cancellations,

Qualifications

• At least three years of experience in contract administration, billing operations, or finance operations, ideally in an MSP or technology services environment.
• Hands-on experience with ConnectWise Manage agreements, additions, billing cycles, and invoicing.
• Ability to interpret contracts and translate their terms into accurate system configuration.
• Knowledge of MSP billing models, including recurring, fixed-fee, project, and time-and-materials billing.
• Strong Excel skills and attention to detail.

Responsibilities

• Review customer contracts, MSAs, SOWs, amendments, and renewals.
• Set up and maintain agreements, service additions, billing cycles, and renewal settings in ConnectWise Manage.
• Check that agreement configuration, engineer time, services delivered, and invoices align with contract terms.
• Support onboarding teams in confirming that project work is within the signed scope.
• Track renewals, expirations, pricing changes, cancellations, and mid-term service changes.
• Audit agreements and investigate billing discrepancies, missed charges, or services that are no longer being delivered.
• Reconcile agreement additions against vendor subscriptions, such as Pax8 or Microsoft CSP, where applicable.
• Support Finance with month-end reviews, audit requests, billing disputes, and related NetSuite records.
• Maintain agreement documentation, reporting, and setup standards.

Skills

Attention to detail

Contract interpretation

Communication

Excel

Tools

ConnectWise Manage

NetSuite

Pax8

Microsoft CSP

Job description

Prime System Solutions is seeking an Agreement & Billing Specialist to convert signed customer contracts into precise, well-maintained agreements in ConnectWise Manage. You will ensure services are set up and billed per contract terms and collaborate with Sales, Project Management, Service Delivery, and Finance during onboarding, changes, and renewals.

You will identify scope changes needing signed change orders before work proceeds and help manage expirations, pricing changes, cancellations,