via Greenhouse
$180K - 200K a year
Set and execute the enterprise integration strategy, oversee platform development, and lead cross-functional teams to ensure scalable, secure, and reliable integrations.
Over 10 years of experience in enterprise integrations, platform engineering, and leading technical teams, with proven success in scalable, self-service integration platforms.
Want to be a bswifter? At bswift we’ve 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. We’re 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 YOU’LL DO The Vice President of Product, Integrations Portfolio is a senior leader responsible for setting the strategic direction and ensuring operational excellence across bswift’s 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 bswift’s 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) • 10–15+ 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 adjacent enterprise SaaS ecosystems. • Familiarity with high-volume, regulated data environments requiring strong security and compliance controls. • Background in API-first or platform-as-a-product operating models. • Experience supporting large partner ecosystems and third-party developer communities. ________________________________________ OTHER DUTIES Please note this job description is not designed to cover or contain a comprehensive listing of activities, duties, or responsibilities required for this role. Duties, responsibilities, and activities may change at any time with or without notice. Why Join bswift? At bswift, we empower our employees to make a meaningful impact, innovate, and grow. Joining our team means stepping into a collaborative and dynamic environment that values creativity, initiative, and a passion for client success. We are dedicated to fostering an inclusive workplace that celebrates diversity and values each team member’s unique contributions. Benefits of Working at bswift: Comprehensive Health Benefits: Access to health, dental, and vision plans to support your wellness and that of your family. Competitive Compensation: A compensation package that recognizes your skills, experience, and contributions, including performance-based incentives for most roles. Remote first, Office friendly environment! No time to commute? No problem! Retirement Savings Plans: Options to help you plan for a secure financial future with employer-sponsored retirement savings programs. Professional Development: Opportunities for career growth, including training and access to resources to support your career progression. Supportive Culture: A work environment that encourages collaboration, open communication, and creative problem-solving, where your voice and ideas are valued. Employee Wellbeing Initiatives: Programs focused on mental health, financial planning, and wellness resources to help you thrive inside and outside of work. Make an Impact: At bswift, your work directly contributes to transforming how organizations approach benefits administration and client engagement. Join us to be part of an organization that is making a meaningful difference in the lives of our clients and their employees. Specific benefit offerings vary by position and may be subject to change. Standard working hours are 8am-5pm Central Time, unless otherwise stated in the Job Description. In the spirit of pay transparency, we are excited to share the base salary range for this position is $180,000-$200,000, exclusive of fringe benefits or potential bonuses. If you are hired at bswift, your final base salary compensation will be determined based on factors such as geographic location, skills, education, and/or experience. In addition to those factors – we believe in the importance of pay equity and consider internal equity of our current team members as a part of any final offer. Please keep in mind that the range mentioned above is the full base salary range for the role. Hiring at the maximum of the range would not be typical in order to allow for future & continued salary growth. We also offer a generous compensation and benefits package! At bswift, our mission is clear: Become the preeminent benefits administrator through exceptional people, innovative technology, and delighted customers. And our values are at the heart of everything we do to accomplish that mission. We Pursue Excellence, Embrace Accountability, Deliver Superior Service, and strive to Be A Great Place To Work. We take pride in having an engaged, collaborative team that goes the extra mile to get the job done right. bswift has been regularly named one of Chicago’s Best and Brightest Companies to Work For®, as well as one of the Nation’s Best and Brightest Companies to Work For® year after year. We offer a fun, flexible, and creative environment where you can grow both professionally and personally. If you have what it takes to join our award-winning culture, we’d love to hear from you!
This job posting was last updated on 1/6/2026