Principal Product Manager

Role Description

Engageware’s Enterprise Appointment Scheduling platform is the backbone of how leading financial institutions, healthcare organizations, and enterprise brands connect customers to the right person at the right time. As Principal Product Manager, you will own this product line end-to-end — its vision, its roadmap, its AI-powered future, and its business outcomes. This is a senior individual contributor role with outsized influence.

You will:

• Set the three-year product strategy.
• Engage directly with enterprise customers and executive stakeholders.
• Define how AI transforms appointment intelligence.
• Drive engineering to build it.

What You’ll Do

• Product Vision & Strategy
  • Own the multi-year product strategy for Engageware’s Enterprise Appointment Scheduling suite.
  • Define and communicate a compelling product vision to customers, engineering, and executive leadership.
  • Make hard prioritization calls with incomplete information.
  • Serve as the internal and external voice of the product.
• AI Innovation & Future Use Cases
  • Own the AI roadmap for appointment scheduling.
  • Partner with engineering and data science to evaluate feasibility.
  • Stay ahead of market and technology trends.
  • Define and validate AI use cases through structured experimentation.
• Customer & Market Engagement
  • Engage directly and regularly with enterprise customers.
  • Lead structured product validation.
  • Develop and maintain deep expertise in the enterprise appointment ecosystem.
  • Translate complex, ambiguous customer problems into clear, prioritized product opportunities.
• Execution & Cross-Functional Leadership
  • Partner with engineering leadership to shape technical direction.
  • Drive sprint planning, backlog prioritization, and release management.
  • Collaborate with UX, product marketing, sales, and customer success.
  • Define KPIs and success criteria for every major investment.
• Platform & Integration Strategy
  • Own the platform strategy for Enterprise Appointment Scheduling.
  • Define the integration roadmap with CRM platforms.
  • Shape decisions around multi-tenant architecture and enterprise security requirements.

Qualifications

• 10+ years in B2B SaaS product management.
• 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.
• 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 in an agile environment.
• Based in the United States, with willingness to travel ~15–20% for customer visits and company meetings.

Nice to Have

• Direct experience with appointment scheduling, resource management, or customer engagement platforms.
• Familiarity with Salesforce or other CRM platforms.
• Background in fintech, retail banking, wealth management, or branch digital transformation.
• Technical background (engineering, data science, or architecture).
• Experience mentoring or leading other product managers.
• Familiarity with Microsoft 365 / Exchange, Google Workspace, Zoom, or Teams.

Company Description

Engageware is the leading provider of customer engagement solutions for financial institutions and enterprise organizations. Our suite of AI-powered products helps banks, credit unions, and enterprise brands deliver smarter, faster, more personal customer experiences at scale.