Director of Engineering, Stop Loss – Remote

About the role

In this role, you will be responsible for building and leading a world‑class engineering team that drives the technology enabling an end‑to‑end Stoploss solution. The Director of Engineering is tasked with setting priorities, leading the team, and successfully implementing the technology that brings value. Reporting directly to the VP of Engineering for Technology and Operations Benefits Division, you will have a significant impact on our strategic direction and growth.

• Build and lead an inclusive, collaborative engineering team aligned with Symetra’s values and DEI commitments.
• Define technical strategy and partner with stakeholders to deliver end‑to‑end business solutions.
• Foster a culture of quality, agility, and continuous delivery with a Dev Sec Ops  mindset.
• Coach, mentor, and develop engineering talent; recruit and retain top performers.
• Drive large‑scale initiatives delivering modern, AI‑enabled products and experiences.
• Ensure secure, scalable, and high‑performing solutions are delivered on time.
• Manage vendor relationships and lead transitions to new services.
• Reduce technical debt and operational risk while championing user‑focused design.
• Support production releases and off‑hours availability for critical systems.
• Contribute to departmental strategy and continuous improvement.

Here’s what some of our employees have to say about why they work at Symetra:

“If you want to work for a company that is always considering its employees while working towards sustainable growth this is that company. Within Symetra, there is always innovation, empowerment, and growth opportunities, all while providing us with a great work/life balance and incredible benefits for a very reasonable cost!” – Cindy J. G., Sr. Product Owner

“Symetra will spoil you. There aren’t many companies that will put as much effort into you being a success as Symetra. The culture will challenge you but simultaneously put you lure is seen as integral to the learning process so there is less reason to be fearful of it.” – Kerry S., Sr. Systems Analyst

We don’t take a “one-size-fits-all” approach when it comes to our employees. Our programs are designed to make your life better both at work and at home.

• Flexible full‑time or hybrid telecommuting arrangements
• Plan for your future with our 401(k) plan and take advantage of immediate vesting and company matching up to 6%
• Paid time away including vacation and sick time, flex days and ten paid holidays
• Give back to your community and double your impact through our company matching

Want more details? Check out Symetra Benefits Overview.

Salary Range: $166,400 - $277,400 plus eligibility for annual bonus program.

• Bachelor’s or master’s in computer science or related field
• 8+ years leading large, cross‑functional engineering teams in a remote‑first environment.
• Strong background in software engineering, AI, and solutions architecture.
• Hands‑on experience with AWS, microservices, serverless, and distributed systems.
• Advocate for CI/CD and modern engineering practices.
• Skilled in data management, systems design, and agile methodologies.
• Excellent communication, leadership, and problem‑solving skills.
• Ability to balance long‑term technology investments with short‑term business needs.
• Passion for building shared services and solving complex integration challenges.
• Comfortable in fast‑paced, high‑visibility environments with ambiguity.
• Some travel required.

At Symetra, we aspire to be the most inclusive insurance company in the country. We're building a place where every employee feels valued, respected, and has opportunities to contribute.

Inclusion is about recognizing our assumptions, considering multiple perspective, and removing barriers. We accept and celebrate diverse experiences, identities, and perspectives, because lifting each other up fuels thought and builds a stronger, more innovative company. We invite you to learn more about our efforts here.

Creating a world where more people have access to financial freedom – Symetra is a national financial services company dedicated to…