Director of Professional Services - Boston

At Aptitude, we help organizations navigate digital transformation with confidence. We're looking for a Director of Professional Services to lead all aspects of delivery excellence across North America, from client implementations to operational strategy, financial performance, and people leadership. This is a leadership role that combines strategic oversight with hands-on engagement on key client programs.

Requirements

• 10+ years of experience in Professional Services, Consulting, or Program Delivery roles within enterprise software, preferably SaaS organizations.
• 5+ years of people leadership experience, managing regional or cross-functional delivery teams
• Experience leading teams through business or operational model transformation, ideally shifting from traditional software to SaaS.
• Proven success working with or building partner delivery ecosystems to scale Professional Servies reach and capacity.
• Deep understanding of customer lifecycle management tin a SaaS or subscription-based business model.
• Proven success managing P&L, service operations, and client delivery at scale.
• Strong background in enterprise software implementation, ideally in financial services, or ERP.
• Demonstrated ability to influence at executive levels, manage complex stakeholders, and deliver measurable client outcomes.
• Commercial acumen with experience in pricing, forecasting, and contract negotiation.
• Strong communication, leadership, and analytical skills, with a passion for driving excellence and innovation in delivery.

Benefits

• 401(k) retirement plan with matching
• Competitive vacation and paid time off
• Healthcare benefits – medical insurance, dental insurance and vision plans
• Pre-tax saving accounts
• Life and Disability Insurance
• ShareSave scheme (ability to purchase company shares on preferential terms)
• Flexible working conditions and hybrid work model