Controller (Accounting & MSP Financial Operations) Winchester

Controller (Accounting & MSP Financial Operations)

Full Time • Winchester
Benefits:
  • 401(k)
  • 401(k) matching
  • Bonus based on performance
  • Competitive salary
  • Dental insurance
  • Health insurance
  • Paid time off
  • Vision insurance
TeamLogic IT is a growing Managed Services Provider (MSP) delivering IT, cybersecurity, and help desk services to small and mid-sized businesses. In addition to supporting our direct clients, we provide Help Desk Services (HDSS) to other TeamLogic IT franchises.

We are currently consolidating multiple entities into a single, scalable operation and are seeking a hands-on Controller to lead our accounting function, streamline processes, and build meaningful financial reporting that drives business decisions.

Position Overview
The Controller will own all aspects of accounting and financial operations across the organization. This role will oversee existing bookkeeping resources, lead financial consolidation efforts, and design scalable processes across billing, reporting, and financial management.

This is a highly visible, hands-on leadership role that is primarily onsite in our Winchester office—especially during onboarding and initial process transformation.

This is not a traditional bookkeeping role. This position is responsible for building and scaling a financial operation.

Key Responsibilities
Accounting & Financial Operations
Oversee all accounting functions including AR, AP, payroll, and general ledger
Manage and mentor existing bookkeeping resources; evaluate and right-size team structure
Ensure timely and accurate month-end and year-end close processes
Maintain and optimize chart of accounts and financial structure
Billing & Revenue Management
Own billing workflows across QuickBooks and Alternative Payment Solutions (APS)
Ensure accuracy of recurring (MSP), project, and product billing
Identify and eliminate revenue leakage and billing inconsistencies
Align billing processes with service delivery and contracts
Financial Reporting & Analysis
Produce monthly financial statements and executive reporting packages
Develop and maintain:
Profitability reporting by client and service line
Technician utilization and efficiency metrics
Revenue segmentation (MRR vs. project vs. product)
Support franchise reporting requirements and KPI dashboards
Business Optimization
Analyze financial performance and provide actionable insights to leadership
Assist in pricing strategy, margin improvement, and cost control
Support operational decision-making with data-driven analysis
Entity Consolidation & Process Improvement
Lead financial consolidation of multiple entities into a unified structure
Standardize accounting processes, policies, and reporting across the organization
Document workflows and build a scalable financial operating framework
Qualifications
Required
5+ years of accounting experience, including 2+ years in a Controller or senior accounting role
Strong experience with QuickBooks (Online or Enterprise)
Experience managing AR/AP, payroll, and financial close processes
Proven ability to manage or oversee accounting staff
Advanced Excel / financial analysis skills
Preferred
Experience in a Managed Services Provider (MSP), SaaS, or recurring revenue business
Familiarity with PSA tools (e.g., Autotask) and/or third-party billing platforms
Experience with multi-entity accounting and financial consolidation
Understanding of service-based KPIs (utilization, realization, effective hourly rate)
Compensation & Performance Bonus
Base Salary: $95,000 – $105,000 (based on experience and fit)
Performance Bonus: Target 15%–20% of base salary (up to ~$20,000+)
Bonus is tied to measurable business performance, including:

Gross Margin Improvement (35%)
Technician Utilization (25%)
MRR Growth & Quality (20%)
Billing Accuracy / Revenue Capture (10%)
Financial Reporting Discipline (10%)
Compensation: $95,000.00 - $105,000.00 per year




This franchise is independently owned and operated by a franchisee. Your application will go directly to the franchisee, and all hiring decisions will be made by the management of this franchisee. All inquiries about employment at this franchisee should be made directly to the franchise location, and not to TeamLogic IT Corporate.

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Why Should You Join Us?

 
Flexible Scheduling
Competitive Compensation
Career Advancement Opportunities
People First Culture