Staff Software Engineer

At SimplePractice, we are improving access to quality care by equipping health and wellness clinicians with all the tools they need to thrive in private practice. 

More than 250,000 providers trust SimplePractice to build their business through our industry-leading software with powerful tools that simplify every part of practice management. From admin work to clinical care, our suite of innovative solutions work together to reduce administrative burden empowering solo and small group practitioners to thrive alongside their clients. 

Award-winning and people-first, SimplePractice is shaping the future of health tech. In 2026, we were recognized by BuiltIn as a Best Remote Company to Work For, Software Guru's Best Places to Code, Becker Healthcare Telehealth Companies to Know, and we won a MedTech Breakthrough Award for Best Practice Management Solution Provider.

The Role

Engineers on the AI Developer Foundations will build the tools that build the product. It's a new team that owns how AI gets used inside engineering, product, and design at SimplePractice: the conventions for using these tools, the context agents read before they touch our code, the bar generated work has to clear before a human spends time on it, and the training that makes AI a useful tool to all of engineering.

This is a hands-on role reporting to the VP of Technology. You'll write code most days, mostly in and around a large Rails monolith, and you'll also write the conventions other engineers follow. 

Responsibilities

• Own the context layer agents read: rules files, docs conventions, grounding data, with CI and named owners keeping it current

• Publish the standards for how we prompt coding agents, how we supply context, and what a spec needs to contain before it's worth handing to an agent

• Define the review gates any AI-generated artifact clears before a human spends time on it, and get what reviewers catch flowing back into the conventions

• Take the prototypes running today and turn the ones that hold up into supported workflows that run for someone other than their author

• Evaluate harnesses, models and vendors against criteria and eval sets

• Work the product-to-engineering handoff with PMs, designers and EMs

• Teach. Documentation, worked examples, office hours, and time sitting with a squad while they work with the tools we build

• Help us draw the boundaries for where an agent runs unattended, where a human signs off, and where we don't use one at all

Desired Skills & Experience

• BS/MS in Engineering, Computer Science, or related field, or equivalent experience

• 7+ years building production software and then maintaining it. You’ve shipped something, lived with the decisions, and found out whether a design decision held up

• Strong problem-solving and communication skills; comfortable in fast-paced, cross-functional environments

Ruby on Rails

• Recent, direct Rails experience in a large codebase.

• Ability to read unfamiliar application code quickly and judge whether what an agent produced in it is any good

AI-Assisted Engineering

• LLM-backed systems you've shipped to users and kept running, past the point where better prompting stops helping

• Experience building context or memory handling, and writing evals

• Judgment about what belongs in code and what belongs in the model

• Track record evaluating tools with evidence

Developer Tooling & Enablement

• Internal tools, platforms, conventions or workflows that other engineers chose to use.

• CLI and harness-shaped software, and comfort connecting systems over APIs

• Strong writing. Much of this role is getting other people to work differently, which happens through docs and worked examples rather than announcements

• Comfort working outside engineering, explaining technical constraints to people who don't share your background and taking their pushback seriously

Bonus Points

• Agent harnesses, MCP servers, orchestration frameworks

• Healthcare or another HIPAA-regulated environment

• AWS, Terraform, Kubernetes, Docker

• Experience on a platform or infrastructure team where the customers were other engineers

• Having overbuilt a platform once before the workflows existed, and learning to spot the warning signs earlier

Benefits

We offer a competitive benefits program including:

• Medical, dental, vision, life & disability insurance

• 401(k) plan with company match 

• Flexible Time Off (FTO), wellbeing days, paid holidays, and summer Fridays

• Mental health resources

• Paid parental leave & Backup Care

• Tuition reimbursement

• Employee Resource Groups (ERGs)

California Job Applicant Privacy Notice

Thank you for your interest in opportunities at SimplePractice LLC (“SimplePractice” or “us” or “we” or “our”). Please note that when you submit your resume or application materials to us for employment purposes, you are subject to the SimplePractice California Job Applicant Privacy Notice. 

For more information about our privacy practices, please contact us at privacy@simplepractice.com.

Notice to Candidates

SimplePractice has been made aware of fraudulent job postings and unaffiliated third parties posing as our recruiting team. We do not have any affiliation or connection to these situations and only post open roles on our official Careers page (simplepractice.com/careers) and reputable job boards like our official LinkedIn or Indeed pages. 

All official SimplePractice recruitment emails will be sent from the domains @simplepractice.com, no-reply@greenhouse.io or no‑reply@linkedin.com email addresses. 

Examples of fraudulent domains include careers-simplepractice.com, simplepractices.com, and simplepractice.careers.

Please note that SimplePractice will never ask candidates or new hires for money or payment of any kind at any stage of the recruitment or onboarding process.

7+ years building production software, recent Ruby on Rails experience, AI-assisted engineering experience, shipped LLM systems, evals, developer tooling, strong writing, and a technical degree or equivalent experience.

Key Responsibilities

• building tools
• evaluating models
• teaching engineers

Skills & Tools

Ruby on Rails, CLI, APIs, MCP servers, AWS, Terraform, Kubernetes, Docker

Job Details

• Category: Software Development
• Seniority: Senior Level
• Commitment: Full Time
• Workplace: Remote — United States
• Salary: USD 249,120 – 311,400 / year
• Languages: English

Benefits

• 401k matching
• Generous paid time off
• Tuition reimbursement
• Retirement plan
• Generous parental leave

About SimplePractice

A health technology company providing practice management software for clinicians. — Industry: Information Technology