ConnectWise is an industry and Global leading software company with over 3,000 colleagues in North America, EMEA and APAC. As a community-driven software company dedicated to the success of technology solution providers, our suite helps over 45,000 of our partners manage their businesses better, sell more efficiently, automate service delivery, and remotely control technology so they can consistently deliver amazing customer experiences.
Our company is powered by our connections, our colleagues, and our community. And, we accept all kinds.
Game-changers, innovators, culture-lovers—and humankind.
We invite discovery and debate. We recognize key moments as milestones.
We see you and value you for your unique contributions. Our inclusive, positive culture lays the foundation to ensure every colleague is valued for their perspectives and skills, giving you the choice of how YOU make a difference.
Curious? Read this opportunity to learn how YOU can make a difference at ConnectWise!
The Commissions Manager is responsible for the accurate administration, calculation, validation, and payment of sales compensation plans. This role oversees commission operations end-to-end, ensuring compensation plans are executed consistently, commissions are processed accurately and on time, and policies are applied in accordance with company guidelines. The Commissions Manager serves as the subject matter expert for incentive compensation programs, supporting plan implementation, system configuration, audits, reporting, dispute resolution, and process improvement. The role partners with Sales Leadership, Finance, Revenue Operations, HR, Legal, and Payroll on compensation plan design, governance, and operational execution, while driving efficiency, scalability, and compliance across commission processes
Essential Duties and Responsibilities:
- Administers monthly, quarterly, and annual commission calculations, ensuring accuracy, timeliness, and compliance with approved compensation plans.
- Partners with Sales, Revenue Operations, Finance, HR, Legal, and Payroll to support the commissions process.
- Maintains commission-related data across Salesforce, Captivate IQ, and other reporting systems.
- Audits bookings, quota attainment, accelerators, credits, adjustments, clawbacks, and exceptions to ensure payout accuracy and integrity.
- Prepares commission statements, payout files, accruals, reconciliations, and management reporting.
- Analyzes commission trends, attainment patterns, plan effectiveness, and cost of sales to identify risks and improvement opportunities.
- Supports annual and in-year compensation planning, including incentive plan design, modeling, testing, documentation, rollout, and maintenance within the CaptivateIQ platform.
- Builds and configures commission plans in CaptivateIQ, including eligibility rules, quota and attainment logic, accelerators, tiers, splits, credits, adjustments, clawbacks, and payout calculations.
- Translates approved compensation plans and business requirements into scalable models, workflows, statement views, and calculation logic.
- Serves as the primary point of contact for commission inquiries and dispute resolution.
- Improves commission processes through automation, documentation, controls, and scalable workflows.
- Ensures commission practices comply with company policies, internal controls, employment agreements, and applicable regulations.
- Acts as SME on commissions and sales compensation-related inquiries.
- Identifies and recommends process improvements to reduce risk and increase operational efficiency.
- May coach, mentor, and review the work of other team members
Knowledge, Skills, and/or Abilities Required:
To perform this job successfully, an individual must be able to perform each essential duty satisfactorily. The requirements listed below are representative of the knowledge, skill, and/or ability required. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.
- Ability to manage projects and processes independently with limited supervision.
- Advanced knowledge of sales compensation administration and commission plan design.
- Strong understanding of quotas, bookings, attainment, accelerators, splits, clawbacks, and payout eligibility concepts. Bonus if in a SaaS/B2B environment.
- Ability to situationally adapt and understand new technology/processes as per business requirements.
- Advanced analytical, problem-solving, and decision-making skills.
- Strong knowledge of CRM, compensation management, payroll, and reporting systems.
- Advanced spreadsheet skills, including complex formulas, lookups, pivot tables, reconciliations, and data validation.
- Ability to follow and reinforce standard operating procedures and internal controls.
- Ability to meet firm deadlines with multiple ongoing priorities.
- Strong communication skills, both verbal and written.
- Strong organizational and detail-oriented skills.
- Ability to communicate complex compensation concepts to technical and non-technical audiences.
- Ability to handle confidential compensation information with discretion and sound judgment.
Educational/Vocational/Previous Experience Recommendations:
- Bachelor’s degree in finance, Accounting, Business, Economics, or related field, or equivalent business experience.
- 5+ years of relevant experience in sales compensation, commissions administration, finance operations, revenue operations, sales operations, or a related analytical role.
- Preferred: Experience supporting commission plans in a software, SaaS, technology, or recurring revenue environment.
- Preferred: Hands-on experience with Captivate or a similar incentive compensation management platform.
- Preferred: Experience with Salesforce, NetSuite, or similar CRM/ERP systems.
- Preferred: Experience supporting global sales teams and/or multi-currency commission plans.
Working Conditions:
- Onsite/Hybrid/Remote depending on location
- 0-10% travel may be required
- May require flexible working hours
ConnectWise is an Equal Opportunity Employer, dedicated to building a diverse and inclusive workforce and providing a workplace free from discrimination and harassment. ConnectWise provides equal employment opportunities to all employees and applicants without regard to race, ethnicity, color, religion, age, sex (including pregnancy), sexual orientation, gender, gender identity or expression, ancestry, national origin, citizenship status, physical or mental disability, genetic information, military/veteran status, marital status, familial or parental status, or any other characteristic or status protected by applicable federal, state and local laws.
The statements above are intended to describe the general nature and level of work being performed by individuals assigned to this job. Other duties may be assigned as needed. Reasonable accommodations may be made to enable qualified individuals with disabilities to perform the essential functions of the job and/or to receive other benefits and privileges of employment. If you need a reasonable accommodation for any part of the application and hiring process, please contact us at [email protected] or 1-800-671-6898.
Skills Required
- 5+ years of relevant experience in sales compensation, commissions administration, finance operations, revenue operations, sales operations, or related analytical role
- Bachelor's degree in Finance, Accounting, Business, Economics or related field, or equivalent business experience
- Advanced knowledge of sales compensation administration and commission plan design
- Strong understanding of quotas, bookings, attainment, accelerators, splits, clawbacks, and payout eligibility
- Advanced spreadsheet skills (complex formulas, lookups, pivot tables, reconciliations, data validation)
- Strong knowledge of CRM, compensation management, payroll, and reporting systems
- Advanced analytical, problem-solving, and decision-making skills
- Ability to handle confidential compensation information with discretion and sound judgment
- Experience supporting commission plans in a software, SaaS, technology, or recurring revenue environment
- Hands-on experience with Captivate or similar incentive compensation management platform (e.g., CaptivateIQ)
- Experience with Salesforce, NetSuite, or similar CRM/ERP systems
- Experience supporting global sales teams and/or multi-currency commission plans
ConnectWise Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about ConnectWise and has not been reviewed or approved by ConnectWise.
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Leave & Time Off Breadth — Time off is positioned as a standout part of the package, including “Flexible Time Off,” “Flex Friday’s,” and frequent references to an “Unlimited PTO” approach that is valued for flexibility.
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Healthcare Strength — Core medical, dental, and vision coverage is consistently included, with additional items like life insurance and pre-tax accounts such as HSA contributions; some descriptions also indicate a possibility of fully covered employee medical premiums in certain cases.
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Retirement Support — Retirement and longer-term financial benefits are present through a 401K/retirement plan and an employee stock purchase plan, which strengthens the overall rewards package beyond base salary.
ConnectWise Insights
What We Do
Born out of a single software solution designed to help MSPs gain control of their help desk and billing, ConnectWise has grown into a robust platform of software built for technology solutions providers (TSPs) to run their entire as-a-service business. With products aiding in business management, remote monitoring and management, remote control and access, quote and proposal automation, and cybersecurity risk assessments, integrations with hundreds of key vendors, plus the largest and most engaged community in the industry, ConnectWise has built a platform for The IT Nation.








