Assistant Director, DevOps and Software Engineering

Join our team at Cobalt Benefits Group and start an exciting new career in employee benefits solutions. As an Assistant Director, DevOps and Software Engineering, you’ll play an important role in helping us offer customized, self-funded insurance options to our clients and members.

The Assistant Director, DevOps and Software Engineering leads a cross-functional team of engineers, report developers, and business analysts while remaining hands-on in the design and development of software solutions. This role oversees team performance, supports coaching and development, and ensures the delivery of high-quality, scalable systems. The position combines technical expertise in the Microsoft stack with DevOps practices to drive process improvements, system reliability, and efficient operations.

Key Responsibilities:

• Directly manages the Development Operations (DevOps) team of software engineers, report developer(s) and business analyst(s): Assigns, tracks and evaluates quality of workload, conducts daily, weekly, and 1:1 meetings with development team members, and supports and develops software engineers by providing advice, coaching, code reviews and educational opportunities.
• Fulfills responsibilities of the senior software engineer, including develop software solutions by studying information needs, conferring with users, studying systems flow, data usage, and work processes and problem areas, document and demonstrate solutions with flowcharts, layouts, diagrams, charts, code comments, and clear code, and prepares and installs solutions.
• Improve operations by conducting systems analysis and recommending changes in policies and procedures.
• Protect operations by keeping information confidential.
• Provides information by collecting, analyzing, and summarizing development and service issues.

• B.A./B.S. in Computer Science or related field (M.S. preferred).
• 4–7 years of software engineering experience, including 2+ years in a senior or team leadership role.
• Strong communication, leadership, and mentoring skills.
• Experience with software design, documentation, and testing.
• Proficient in Microsoft tech stack (C#, .NET Core, Visual Studio).

Work Environment & Physical Demands

• Hybrid or remote work availability may be offered based on meeting key performance metrics.
• Prolonged periods of sitting may be required.
• Regular use of a computer, keyboard, and mouse is necessary; reasonable accommodations will be provided upon request.
• Employees should ensure an ergonomically appropriate desk and chair setup.
• Comfort with being on camera for virtual meetings (e.g., Microsoft Teams)

Benefits:

After successfully completing a waiting period, eligible Full-time employees have access to our comprehensive benefits package, including:

• Fantastic medical, dental, and vision insurance*
• Twice annual employer HSA contributions, covering 50% of the HDHP plan’s annual deductible!
• Company provided Basic Life and AD&D
• Company paid Short-Term and Long-Term Disability**
• Flexible Spending Accounts*
• 401(k) Retirement Plan with up to a 6% employer-match** WOW! (100% fully vested after 3 years)
• 10+ paid holidays
• Generous paid vacation and sick time
• Annual Volunteer Paid Day
• Annual Tuition Reimbursement
• Annual Health and Wellness Reimbursement
• Lots of fun company events

Who We are:

As a trusted third-party administrator (TPA) specializing in self-funded benefit plans, Cobalt Benefits Group (CBG) is committed to helping employers find high-quality coverage at a cost they can afford. We administer self-funded insurance benefits through our three companies: EBPA, Blue Benefit Administrators of Massachusetts, and CBA Blue.

With over 30 years of experience and a dedicated team of more than 200 employees, we work collaboratively to build customized self-funded health plans, manage claim payments and disputes, and administer other specialized programs such as FSAs, HSAs, COBRA, and retiree billing. Join us as we match employers across our region with the right solutions for their employee benefit needs. To learn more about working at CBG, visit https://www.cobaltbenefitsgroup.com/careers/.

Benefit Waiting Period Notes:

*60 day waiting period

**90 day waiting period