Insurance Program Manager

About FintechOS

About FintechOS FintechOS is the AI platform for financial product operations — purpose-built to help banks, credit unions, and insurers design, launch, and evolve financial products dramatically faster than traditional methods. Our platform sits above existing core systems, enabling institutions to modernize without rip-and-replace, and to innovate without rebuilding from scratch. We serve 60+ financial institutions across North America, Europe, and Asia-Pacific — including Hanscom Federal Credit Union, Vibrant Credit Union, Groupe Société Générale, and Admiral Group — and partner with Microsoft, Deloitte, Finastra, and Fiserv. Headquartered in New York and London, FintechOS delivered 40% year-over-year revenue growth in 2023 and is profitable and scaling fast.

Why This Role Exists

Insurance organizations are facing increasing pressure to modernize legacy systems, accelerate product innovation, improve customer experiences, and respond to changing regulatory requirements.

FintechOS enables insurers to navigate this transformation successfully. As our customer footprint continues to grow, we are seeking an experienced Program Manager to lead complex customer-facing transformation initiatives across the insurance sector.

This role exists to ensure successful program execution while strengthening strategic customer relationships. You will act as the central point of coordination between customer stakeholders, FintechOS teams, and partner organizations, ensuring alignment, transparency, and successful realization of business outcomes.

You will help customers move beyond implementation and toward sustainable transformation, balancing delivery excellence, stakeholder management, governance, and long-term customer success.

The Opportunity

This is not a traditional project management role.

While strong governance, planning, and delivery oversight are critical, success in this position is defined by your ability to lead transformation programs, influence executive stakeholders, and ensure customers achieve meaningful business outcomes through the FintechOS platform.

You will oversee a portfolio of strategic insurance programs, managing complex dependencies across business and technology teams while collaborating with delivery managers, solution architects, consultants, and customer leadership.

Operating at the intersection of transformation leadership, customer engagement, and program execution, you will play a key role in ensuring customer success throughout the delivery lifecycle.

Core Responsibilities

Customer Engagement & Relationship Management

• Lead customer engagement across assigned programs, acting as a trusted advisor to senior stakeholders.
• Build and maintain effective relationships with executive sponsors, business leaders, and transformation teams.
• Understand customer objectives and align program execution with strategic business priorities.
• Facilitate executive steering committees, governance meetings, and stakeholder reviews.
• Act as the primary escalation point throughout the program lifecycle.

Program Leadership & Delivery Management

• Own the planning, execution, governance, and successful delivery of complex transformation programs.
• Coordinate activities across multiple projects within a broader portfolio of customer engagements.
• Align engineering, product, consulting, and business teams around agreed program objectives.
• Establish delivery roadmaps, milestones, dependencies, and governance frameworks.
• Ensure successful execution of agreed customer visions while maintaining quality and customer satisfaction.

Risk, Budget & Operational Oversight

• Identify, manage, and mitigate program risks and delivery challenges.
• Own budget management, billing oversight, resource allocation, and operational governance.
• Remove blockers and resolve issues that may impact delivery outcomes.
• Balance evolving priorities and redeploy resources where necessary.
• Maintain visibility of overall program health and communicate proactively with stakeholders.

Strategic Program Governance

• Manage complex interdependencies across larger transformation portfolios.
• Drive accountability across internal teams and external partners.
• Maintain governance structures, status reporting, risk registers, and decision logs.
• Lead program reviews and continuous improvement initiatives.
• Ensure transparency and alignment across all workstreams.

Business Growth & Pre-Sales Support

• Collaborate with Sales and Customer Success teams to support new business opportunities.
• Contribute delivery expertise during pre-sales engagements and solution planning.
• Help shape delivery strategies that maximize customer outcomes and long-term platform adoption.
• Identify opportunities for future expansion and transformation phases within existing customer programs.

Team Leadership & Development

• Mentor and coach delivery teams across projects.
• Foster collaboration and leadership within cross-functional teams.
• Share best practices and contribute to the evolution of FintechOS delivery methodologies.
• Support capability development across the Professional Services organization.
  

What We're Looking For

Essential Experience

• Significant experience in Program Management within the insurance industry.
• Proven track record delivering complex customer-facing technology transformation programs.
• Experience managing multiple projects and workstreams within a larger portfolio environment.
• Strong understanding of software delivery methodologies, including Agile and Waterfall.
• Experience leading enterprise-scale software implementations and platform transformation initiatives.
• Ability to influence stakeholders across all levels of an organization, including executive leadership.
• Exceptional communication, stakeholder management, and leadership skills.
• Demonstrated experience managing program budgets, governance, risks, and resource planning.
• Experience mentoring, coaching, and developing delivery teams.

Advantageous

• Experience working with insurance core systems or digital transformation initiatives.
• Exposure to fintech, insurtech, or SaaS-based platforms.
• Familiarity with customer success frameworks and value realization methodologies.
• Experience collaborating with global system integrators and consulting partners.
• PMP, PRINCE2, Agile, SAFe, or equivalent program management certification.

Our Culture

At FintechOS, we are a highly motivated team solving meaningful challenges in one of the world's largest and most complex industries.

We value ownership, accountability, collaboration, and continuous improvement. People who thrive here are proactive, customer-focused, and passionate about creating measurable impact through technology and innovation.

We are committed to fostering a diverse and inclusive environment where every individual feels valued, respected, and empowered to do their best work. We celebrate diversity across race, gender, sexual orientation, religion, ethnicity, nationality, and all the unique perspectives that strengthen our team.