Staff Software Engineer, Retirement AI

United States Digital Space LLC; Denver (NY); Hybrid; USD 187,000 - 284,000; Full time

Job summary

United States Digital Space LLC is seeking a senior software engineer to ship AI-powered experiences at the Retirement project. You will own end-to-end features, work with a small senior team, and deliver quickly.

Candidates should have 7+ years of software engineering, hands-on LLM experience (RAG, agents, tool loops), and strong Ruby on Rails and React skills. This role is hybrid with offices in Denver, San Francisco, and New York, with remote options.

Qualifications

• 7+ years of software engineering experience.
• Hands-on experience implementing LLM-powered features (RAG flows, agents, tool loops, etc).
• Strong backend and frontend skills with APIs and data flows.

Responsibilities

• Design, build, and ship production features that use large language models to solve real customer problems.
• Implement and integrate LLMs (prompting, tool loops, evaluation, monitoring).
• Make pragmatic architecture decisions, de-risk tricky areas, and keep work unblocked.
• Partner with product and design to refine ideas, shape scope, and iterate end-to-end experiences.
• Collaborate with other engineering teams to integrate with existing systems.
• Write clear, reliable, well-tested code that ships quickly and scales.

Skills

Software engineering

LLM features

Ruby on Rails

React

Bias to action

Job description

About the company

At the company, we're on a mission to grow the small business economy. We handle the hard stuff - payroll, health insurance, 401(k)s, and HR - so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

All full-time employees receive competitive base pay, benefits, and equity (RSUs) - because everyone who helps build the company should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

AI is a fundamental part of how work gets done at the company. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:

You’ll be a key engineer helping us ship real, user-facing AI at the company Retirement. This role is all about bias to action: owning problems end-to-end, getting working software in front of customers, and iterating quickly. You’ll work closely with a small, senior team to implement language-model-powered experiences. If you like being hands-on, making pragmatic technical decisions, working closely with product & design partners, and turning ideas into production features, you’ll be a great fit.

About the Team:

We’re a small, focused AI product team building practical, high-impact experiences to help people save for retirement at the company Retirement. The team is senior, collaborative, and very execution-focused - PMs bring strong ideas, and we own the execution fully. We work closely with product, design, and partner engineering teams, but keep tight ownership of our priorities and roadmap.

Here’s what you’ll do day-to-day:

• Design, build, and ship production features that use large language models to solve real customer problems.


• Implement and integrate LLMs (prompting, tool loops, evaluation, monitoring, etc).


• Make pragmatic architecture decisions, de-risk tricky areas, and keep the work unblocked.


• Partner with product and design to refine ideas, shape scope, and iterate quickly on end-to-end experiences.


• Collaborate with other engineering teams to integrate with existing systems and unblock dependencies.


• Write clear, reliable, well-tested code that ships quickly and scales well.

Here’s what we're looking for:

• 7+ years of software engineering experience building and shipping production products or platforms


• Hands-on experience implementing LLM-powered features (e.g., RAG flows, agents, tool loops, workflow automation with language models, etc)


• Strong engineering skills (e.g., services, APIs, data flows); comfortable spending most of your time coding.


• Experience running or heavily contributing to a team’s execution: sprints, Jira, scoping, and cross-functional coordination.


• Bias to action: you default to trying things, iterating, and learning, rather than getting stuck in analysis or waiting for direction.


• Clear communicator who can work well with product, design, and other engineering teams without needing a formal management title.


• Experienced with Ruby on Rails (or any comparable language), React (or any comparable library).

Our cash compensation amount for this role is targeted at $187,000-$234,000 in Denver & most remote locations, and $227,000-$284,000 for San Francisco & New York. Stock equity is additional. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.

The company has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, the company's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.

When approved to work from a location other than a the company office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.

Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at the company.

The company is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. The company considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. The company is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.