Guideline is looking for a Staff Software Engineer to join a new initiative focused on integrating generative technologies in order to extend the capabilities of our platform and improve the effectiveness of our teams. You’ll be partnering with leaders across the organization to identify opportunities, develop proof of concepts, deliver production-ready offerings, and build a generative tech capability.

The Team
We’re looking for a Staff Software Engineer to join our team who will focus on integrating generative technologies to make our organization more effective. You could be a great fit if you’re excited about what LLMs can do but recognize they are just part of holistic solutions and aren’t appropriate for all scenarios.

We believe in the value that gen tech can bring when used appropriately. If you want to use LLMs to build something other than a chatbot or RAG based search tool, we’d love to chat.
 
What You Will Work On (aka What will you be doing?)

  • Integrate generative (adjacent) technologies into our existing platform and organizational workflows
  • Identify and capitalize on opportunities to add value through generative tech, bridging the gap between business needs and technological capabilities.
  • Evaluate build vs buy scenarios and execute based on the chosen path

What We’re Looking For (aka Requirements)

  • Experienced in Ruby and have a working knowledge of Python and Javascript
  • You’re excited about generative tech, LLMs, adjacent technologies, and partnering with Data Science teams
  • Bonus points if you have production experience integrating with LLMs, prompt engineering, or developing RAG based solutions.
  • You have a tenacious focus on the value being delivered
  • 8+ years of experience building software products
  • Working knowledge of React is a plus
  • Well-versed in operating one or more modern databases, designing scalable APIs, and developing effective and manageable integrations with 3rd party offerings

More about Guideline
Everyone should have a simple, affordable way to save for retirement. At Guideline, our plans are low cost and highly automated. This makes it easy for companies to offer a valuable benefit—and easy for people to invest in their financial future with confidence.

Offer Package
The expected Salary Range for this position is $185,000-$231,500 annually. Compensation is determined by numerous factors such as your qualifications, experience, and work location.

Additional benefits:

  • Flexible vacation policy
  • Company equity
  • 401(k) with matching contributions
  • 100% paid employee insurance coverage
  • Annual learning and development stipend
  • Parental leave
  • Sabbatical after 5 years of employment


Guideline provides equal employment opportunities to all employees and applicants for employment without regard to race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

Employment open to residents of CA, CO, FL, MA, MD, ME, NC, NY, TX, and WA. Guideline is committed to protecting the privacy and security of the personal information of our applicants. Please refer to Guideline's Privacy Policy for information about our privacy and security practices.

#LI-Remote

Expected Salary Range
$185,000$231,500 USD

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