‎ConnectWise - Sr Director, Professional Services

• Leads Consultants, Project Managers, and Technical Services to deliver non-scale consulting engagements across the ConnectWise portfolio, improving partner time-to-value, adoption, satisfaction, and retention • Drives an AI & Automation-first strategy and execution by adopting and building tools and workflows that improve efficiency, quality, scalability, insights, and partner outcomes • Owns short- to mid-term strategy execution and operating direction for the ConnectWise Consulting organization, including organizational planning, talent strategy, capacity modeling, and integration of acquired teams, workflows, offerings, and partner experience standards • Partners with executive leadership on matters of significance to ConnectWise and serves as an executive escalation point for high-impact partner issues and complex delivery challenges • Owns the Consulting360 service execution and continuous refinement, including delivery governance, methodology evolution, playbooks, enablement, and measurement to elevate ConnectWise Consulting into a business consulting function • Defines and enforces delivery standards, governance, SOW scoping discipline, and change control; runs a consistent operating cadence (weekly/monthly business reviews, forecast and capacity reviews, risk and escalation forums, and quarterly planning) to drive accountability and operational rigor • Establishes and owns performance management across delivery and operational efficiency metrics, including utilization and margin, service quality, partner satisfaction, time-to-value, adoption, and retention impact, and provides regular reporting, forecasts, and strategic updates to senior leadership on performance, risks, capacity, partner trends, and improvement initiatives • Leverages services data and Voice of the Partner insights to identify, prioritize, and lead initiatives that reduce delivery risk, remove friction, and improve implementation quality and scalability • Drives cross-functional interlock with Sales, Product, Partner Success, Support, Enablement, Finance, and Operations to ensure clean handoffs, defined readiness and success criteria, and closed-loop feedback; supports services attach where appropriate; and engages partners and key stakeholders to strengthen executive relationships and promote long-term value realization • Develops leaders and teams through coaching and talent development while building a culture of accountability, partner obsession, innovation, and continuous improvement • Represents ConnectWise Consulting in strategic programs and partner/community engagements, including IT Nation, and monitors industry and MSP market trends to continuously improve service delivery and partner outcomes • Working Conditions: • Remote-US or CAN • 10-20% Travel may be required