Director, Customer Marketing

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! Director of Customer Marketing The Director of Customer Marketing owns the strategy and execution for driving customer retention, expansion, adoption, and lifecycle engagement across our installed base. This is a lean, high-impact function designed to serve as the hub between Customer Success, Product, Product Marketing, and Demand Generation, identifying the right customer signals at the right moments and activating programs that improve retention, accelerate product adoption, and drive revenue growth. This role is focused on building a modern, signal-driven customer marketing engine that leverages product usage, account health, lifecycle milestones, and customer behavior to create meaningful business outcomes. Success will be measured by impact on retention, expansion, adoption, and customer value realization rather than campaign activity alone. Key Responsibilities Retention Strategy & Execution: Build and scale always-on, signal-driven programs that proactively address churn risk using product telemetry, usage trends, customer health scores, engagement signals, and renewal milestones. Expansion Strategy & Execution: Develop programs that identify and activate upsell and cross-sell opportunities across customer segments and partner tiers, converting product adoption and customer engagement into incremental revenue. Adoption & Lifecycle Marketing: Design customer journeys that accelerate time-to-value, increase feature adoption, improve product utilization, and strengthen long-term customer engagement throughout the customer lifecycle. Customer Intelligence & Segmentation: Partner with Customer Success, Product, and Operations teams to leverage customer data and behavioral insights to create targeted lifecycle programs based on customer health, maturity, adoption patterns, and growth potential. Cross-Functional Orchestration: Serve as the connective tissue between Customer Success, Product, Product Marketing, Demand Generation, and Revenue teams to ensure customers receive the right message, offer, or intervention at the right moment. Customer Advocacy & References: Support customer advocacy initiatives including references, case studies, testimonials, and customer champions that reinforce retention and expansion efforts. Team Leadership: Build and lead a focused customer marketing team responsible for retention, adoption, expansion, and lifecycle engagement programs. Qualifications Experience building customer marketing, lifecycle marketing, adoption, or retention programs from the ground up within a B2B SaaS environment. Strong cross-functional instincts with demonstrated success partnering closely with Customer Success, Product, Revenue Operations, and Demand Generation teams. Experience developing signal-based marketing programs using customer health scores, product usage data, engagement signals, behavioral triggers, intent data, and platforms such as Gainsight. Proven track record driving measurable retention, adoption, expansion, or net revenue retention outcomes. Strong analytical mindset with experience owning metrics tied to customer growth, retention, adoption, or expansion revenue. Ability to thrive in ambiguity and build scalable programs, processes, and operating models in a growing organization. Experience in MSP, channel, subscription-based SaaS, or PE-backed software organizations preferred. Requirements Bachelor's degree in a related field. 8+ years of experience in customer marketing, lifecycle marketing, customer success, growth marketing, or related functions with demonstrated ownership of retention and expansion outcomes. 4+ years of people leadership experience. Experience with customer lifecycle marketing, customer adoption, renewal strategies, or customer growth programs strongly preferred. Additional Information Onsite, Hybrid, or Remote depending on location 15-25% travel required 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 talentacquisition@connectwise.com or 1-800-671-6898.