Principal Product Manager

Engageware

Principal Product Manager owning Engageware's Appointment Scheduling platform strategy and execution. Leading AI innovations and engaging with enterprise customers in regulated industries.

Posted 8/1/2026full-timeRemote • Massachusetts • 🇺🇸 United StatesLeadWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates extensive expertise in B2B SaaS product management, with a focus on developing and executing multi-year product strategies for enterprise customers. Proven ability to lead cross-functional teams, drive product validation, and communicate effectively with executive leadership.

Highest-signal resume keywords

B2B SaaS Product ManagementMulti-Year Product StrategyAI/ML Feature DevelopmentExecutive-Level CommunicationProduct Discovery and Validation

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Product StrategyProduct ValidationKPI DefinitionBacklog PrioritizationSprint PlanningRegulated Industry ExperienceEnterprise Customer EngagementTechnical Direction ShapingFeasibility EvaluationEnd-to-End Product Ownership

Soft Skills

LeadershipCommunicationPrioritizationCollaborationProblem-Solving

Industry Keywords

Enterprise Appointment SchedulingProduct ManagementB2BRegulated IndustriesAI RoadmapData Science PartnershipEngineering CollaborationCustomer EngagementProduct Ecosystem ExpertiseRelease Management

About the role

Key responsibilities & impact

Own the multi-year product strategy for Engageware’s Enterprise Appointment Scheduling suite
Define and communicate a compelling product vision to customers and executive leadership
Make hard prioritization calls with incomplete information
Serve as the internal and external voice of the product
Own the AI roadmap for appointment scheduling
Partner with engineering and data science to evaluate feasibility
Engage directly with enterprise customers
Lead structured product validation
Develop and maintain deep expertise in the enterprise appointment ecosystem
Partner with engineering leadership to shape technical direction
Drive sprint planning, backlog prioritization, and release management
Define KPIs and success criteria for major investments

Requirements

What you’ll need

10+ years in B2B SaaS product management
At least 3 years owning a product line or platform end-to-end
Demonstrated experience building products for enterprise customers in regulated industries
Proven track record of defining and executing a multi-year product strategy
Strong product discovery and validation skills
Experience bringing AI/ML-powered features to market
Executive-level communication skills
Experience driving engineering teams across complex initiatives
Based in the United States, with willingness to travel ~15–20%

Benefits

Comp & perks

Health insurance
401(k) matching
Paid time off
Flexible working arrangements
Professional development opportunities