Principal Product Manager

What You  Do

• Own the multi-year product strategy for Engageware’s Enterprise Appointment Scheduling suite, including the core scheduling platform, intelligent routing, resource management, and omnichannel booking experiences.
• Define and communicate a compelling product vision to customers, engineering, and executive leadership — grounding decisions in market trends, competitive dynamics, and customer insights.
• Make hard prioritization calls with incomplete information; align the roadmap with business goals and customer segment priorities.
• Serve as the internal and external voice of the product — in executive reviews, at customer advisory boards, and in prospect conversations alongside sales.

• Own the AI roadmap for appointment scheduling — defining where intelligent capabilities create the most customer value: smart routing, predictive availability, conversational booking, capacity optimization, and proactive engagement.
• Partner with engineering and data science to evaluate feasibility, make build-vs-buy-vs-partner decisions, and bring AI features from concept to production.
• Stay ahead of market and technology trends to ensure Engageware’s platform remains meaningfully differentiated.
• Define and validate AI use cases through structured experimentation — not just vision documents.

• Engage directly and regularly with enterprise customers — particularly in financial services (retail banking, credit unions, wealth management, mortgage) — through discovery sessions, design partnerships, QBRs, and advisory boards.
• Lead structured product validation: form hypotheses, design discovery, and build confidence before committing to build.
• Develop and maintain deep expertise in the enterprise appointment ecosystem — how banks and other regulated institutions manage customer engagement, resource scheduling, and digital-to-physical journeys.
• Translate complex, ambiguous customer problems into clear, prioritized product opportunities.

• Partner with engineering leadership to shape technical direction, resolve architectural trade-offs, and hold the team accountable for quality and delivery.
• Drive sprint planning, backlog prioritization, and release management across multiple concurrent work streams.
• Collaborate with UX, product marketing, sales, and customer success to ship products that land well in market — with strong positioning, enablement, and adoption plans.
• Define KPIs and success criteria for every major investment; use data to iterate and drive continuous improvement post-launch.

• Own the platform strategy for Enterprise Appointment Scheduling — APIs, extensibility, and third-party integrations.
• Define the integration roadmap with CRM platforms (including Salesforce), digital banking channels, and workforce management systems — ensuring scheduling data is contextual and actionable.
• Shape decisions around multi-tenant architecture, data residency, and enterprise security requirements in partnership with engineering.

Must-have qualifications:

• 10+ years in B2B SaaS product management, with at least 3 years owning a product line or platform end-to-end at the Principal or Senior level.
• Demonstrated experience building products for enterprise customers in regulated industries — financial services, banking, credit unions strongly
• Proven track record of defining and executing a multi-year product strategy from vision through delivery and adoption.
• Strong product discovery and validation skills — comfortable with continuous discovery, Jobs-to-be-Done, or comparable frameworks. You know how to build conviction before you build software.
• Experience bringing AI/ML-powered features to market — strategic AI product thinking, not just prompting.
• Executive-level communication skills: you can align a VP on a hard trade-off and run a customer advisory board in the same week.
• Experience driving engineering teams across complex, multi-quarter initiatives in an agile environment.
• Based in the United States, with willingness to travel ~15–20% for customer visits and company meetings.

• Direct…