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Remote New

Head of Digital Product - Stop Loss

Symetra
paid holidays, sick time, 401(k)
United States
Mar 04, 2026

Symetra has an exciting opportunity to join our team as a Head of Digital Product - Stop Loss!

About the role

As the Head of Digital Product - Stop Loss, you will set and lead the longterm product vision, strategy, and multi-year roadmap for a critical product line. You will use your business and technical expertise to shape digital product direction, guide investment decisions, and manage products endtoend across their lifecycle.

You will define clear value propositions, influence senior stakeholders, and make strategic recommendations on when to enhance, scale, replace, or retire products. You may oversee a portfolio of related products or a single, enterprisecritical platform with complex dependencies.

What You will Do



  • Drive and communicate product strategy aligned to enterprise goals, partnering with customers, business leaders, and technology teams to secure resources and ensure a healthy product lifecycle.
  • Apply Agile practices to deliver highquality solutions, partnering with the product owner to maintain a clear, outcomedriven backlog while guiding delivery teams, managing risks and dependencies, and championing continuous improvement.
  • Serve as the strategic authority for your product domain, tailoring communication for diverse audiences, clearly articulating product vision and strategy, and leading vendor relationships.
  • Use qualitative and quantitative insights to evaluate impact, inform strategic product decisions, identify opportunities, and lead analyses such as Return on Investment, costbenefit, and rootcause assessments.
  • Mentor product managers, champion usercentered product development, inspire and align crossfunctional teams, stay current on industry trends, and consistently model strong leadership behaviors.
  • Engage in continuous learning, stay current with product management best practices, and actively participate in communities of practice.


Why Work at Symetra

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 at ease. Failure is seen as integral to the learning process so there is less reason to be fearful of it." - Kerry S., Sr. Systems Analyst

What we offer you

Benefits and Perks

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 our Symetra Benefits Overview


Compensation

Salary Range: $141,600 - $236,000 plus eligibility for annual bonus program

Who You Are



  • You have a high school diploma (required) or a bachelor's degree (preferred).
  • You have 15-20 years of relevant work experience and at least 5 years of experience in a highly regulated industry or specialized domain.
  • You have experience developing large-scale solutions from start to finish, specifically in a leadership role.
  • You bring advanced analytical, problem-solving, and critical thinking skills, able to turn abstract or ambiguous information into clear insights.
  • You are an experienced leader who provides strategic direction and effectively mentors others.
  • You excel at influencing and educating partners at all levels, including senior leaders.
  • You are skilled in negotiations, consensus-building, and facilitation across large, cross-functional groups.
  • You foster collaboration, build trust easily, and thrive in complex environments requiring expert judgment and high-impact decision making.
  • You have worked with management tools such as Azure DevOps (ADO) or Jira and are familiar with Agile practices; certifications like Scrum Product Owner or Scrum Master are a plus.
  • Familiarity with Group Benefits and/or Stop Loss insurance products is highly preferred.
  • Some travel is required.


Please review Symetra's Remote Network Minimum Requirements:

As a remote-first organization committed to providing a positive experience for both employees and customers, Symetra has the following standards for employees' internet connection:



  • Minimum Internet Speed:100 Mbps download and 20 Mbps upload, in alignment with the FCC's definition of "broadband."
  • Internet Type:Fiber, Cable (e.g., Comcast, Spectrum), or DSL.
  • Not Permissible:Satellite (e.g., Starlink), cellular broadband (hotspot or otherwise), any other wireless technology, or wired dial-up.


When applying to jobs at Symetra you'll be asked to test your internet speed and confirm that your internet connection meets or exceeds Symetra's standard as outlined above.

Identity Verification

Symetra is committed to fair and secure hiring practices. For all roles, candidates will be required (after the initial phone screen) to be on video for all interviews. Symetra will take affirmative steps at key points in the process to verify that a candidate is not seeking employment fraudulently, e.g. through use of a false identity.

Failure to comply with verification procedures may result in:



  • Disqualification from the recruitment process
  • Withdrawal of a job offer
  • Termination of employment and other criminal and/or civil remedies, if fraud is discovered


We empower inclusion

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 helping people achieve their financial goals and feel confident about the future. In our daily work, we're guided by the principles of Value, Transparency and Sustainability. This means we provide products and services people need at a competitive price, we communicate clearly and openly so people understand what they're buying, and we design products-and operate our company-to stand the test of time. We're committed to showing up for our communities, lifting up our employees, and standing up for diversity, equity and inclusion (DEI). Join our team and help us create a world where more people have access to financial freedom.

For more information about our careers visit https://symetra.eightfold.ai/careers

Work Authorization

Employer work visa sponsorship and support are not provided for this role. Applicants must be currently authorized to work in the United States at hire and must maintain authorization to work in the United States throughout their employment with our company.

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