Senior Manager, Data & AI/ML

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! 

We are seeking a Senior Manager of Data to lead a team of data engineers and AI/ML engineers in building and scaling our data infrastructure and advanced AI capabilities, preferably a hand on technical manager. This role will partner closely with data architects, product, marketing, and operations teams to ensure data is leveraged as a strategic asset across the organization.

Key Responsibilities

Team Leadership

• Manage and mentor a team across data engineering and AI/ML engineering disciplines.
• Foster a culture of collaboration, innovation, and continuous learning.

Data Infrastructure & Architecture

• Collaborate with data and AI architects to design, implement, and maintain scalable, secure, and reliable data platforms.
• Ensure data pipelines, storage, and processing systems meet performance and compliance standards.

AI/ML Enablement

• Oversee the development and deployment of machine learning models and AI-Agents that support business objectives.
• Ensure best practices in MLOps, model governance, and monitoring.

Business Partnership

• Work with product, marketing, and operations teams to identify opportunities where data and AI can drive measurable impact.
• Translate business requirements into technical solutions and ensure timely delivery.

Data Governance & Quality

• Implement processes for data quality, lineage, and security.
• Ensure compliance with data privacy regulations and internal policies.

Required Qualifications

Education: Bachelor’s degree in Computer Science, Data Engineering, or related field (Master’s preferred).

Experience:

8+ years in data engineering, analytics, business intelligence background, or AI/ML roles, with at least 3 years in a leadership capacity.

Proven experience managing technical teams and delivering enterprise-scale data solutions.

Technical Skills:

• Strong proficiency in Python and SQL; familiarity with C# or Java is a plus.
• Expertise in cloud platforms (AWS preferred) and modern data architectures (e.g., lakehouse, streaming).
• Hands-on experience with data pipeline orchestration like (Airflow, dbt), data warehouses like (Snowflake, Redshift), and AI/ML frameworks (TensorFlow, PyTorch).
• Knowledge of MLOps tools and practices.

Soft Skills:

• Excellent communication and stakeholder management skills.
• Ability to balance strategic thinking with hands-on execution.

Preferred Qualifications

• Experience in SaaS or enterprise technology environments.
• Familiarity with BI tools (e.g., QuickSight, Tableau) and data visualization best practices.
• Exposure to data governance frameworks and compliance standards.

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!