VP, Product Portfolio Strategy

Want to be a bswifter At bswift weve been transforming benefits administration since 1996, making it simpler, smarter, and more human. Our state-of-the-art, cloud-based technology and services empower employees to understand, manage, and love their benefits. From downtown Chicago, and remotely across the country, we serve thousands of companies and millions of people nationwide, reducing administrative burdens and freeing HR teams to focus on creating thriving, people-first workplaces. Were looking for motivated and goal-driven individuals who share our passion for delivering excellence and creating solutions that make a difference. The reward is a fun, flexible and creative environment with ample opportunity for professional and personal growth. If you love the bswift values of pursue excellence, embrace accountability, deliver superior service, and be a great place to work, we want to hear from you! ABOUT US bswift is a leading benefits administration company that specializes in providing tailored technology and service solutions for our clients. Our mission is to simplify the complex world of employee benefits while delivering scalable, secure, and high-performing platforms for employers, partners, and participants. We are seeking a seasoned product leader to drive the strategy and execution of our enterprise integrations ecosystem. ________________________________________ WHAT YOULL DO The Vice President of Product, Integrations Portfolio is a senior leader responsible for setting the strategic direction and ensuring operational excellence across bswifts integrations ecosystem. This role owns a broad and complex portfolio that includes file-based data exchange (e.g., EDI, payroll, demographic files), SSO and identity integrations, and real-time API-based integrations with enterprise partners. This leader will modernize and scale bswifts integration capabilities, with a strong focus on security, reliability, automation, and self-service. The role partners closely with Product, Engineering, Client Services, and external partners to enable faster onboarding, improved data accuracy, and long-term ecosystem growth. ________________________________________ WHAT YOU WILL BE RESPONSIBLE FOR (Essential Functions) Reasonable accommodations may be made to enable individuals with disabilities to perform these essential functions. Set and own the enterprise integration strategy and multi-year roadmap across file-based, SSO, and API integrations, ensuring alignment with business growth and partner expansion goals. Develop and evolve a modern, scalable integrations platform, including reusable patterns, standards, governance frameworks, and architectural best practices. Drive self-service integration capabilities that enable internal teams and external partners to configure, validate, onboard, and manage integrations with minimal engineering dependency. Lead build-versus-buy assessments for integration tools and platforms, guiding investment decisions to maximize efficiency, scalability, and ROI. Oversee execution and operational performance across all integration types, including high-volume file workflows, EDI transactions, identity and access protocols (SAML, OAuth), and real-time APIs. Establish and maintain security, compliance, performance, and resiliency standards across the integrations ecosystem, including SLAs, KPIs, observability, and incident management processes. Influence and align cross-functional stakeholders by partnering closely with Product, Engineering, Client Services, Sales, and external partners to ensure integration outcomes meet business and customer needs. Build, develop, and lead high-performing teams, fostering a culture of accountability, technical excellence, and continuous improvement. Provide executive-level communication and reporting on portfolio health, delivery progress, risks, and measurable business impact. ________________________________________ WHAT YOU NEED TO SUCCEED (Required Education and Experience) 1015+ years of progressive leadership experience in technology, product management, platform engineering, or enterprise integrations. Deep expertise in integration architectures, including file-based data exchange, EDI, SSO and identity protocols, APIs, and automation frameworks. Demonstrated success delivering scalable, self-service integration platforms and reducing dependency on manual or custom engineering effort. Proven ability to evaluate, select, and deploy integration platforms and tooling at enterprise scale. Strong executive presence with the ability to influence and align technical, operational, and business stakeholders. Exceptional analytical, problem-solving, and strategic planning skills. Experience leading and scaling high-performing, multi-disciplinary teams. ________________________________________ NICE TO HAVE (Preferred Education and Experience) Experience in benefits administration, HR technology, payroll, or adja