Senior Software Engineer - AI Products

About Stepful :

Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—especially those from underserved communities—launch high-demand healthcare careers.

In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to build talent pipelines and address the growing shortage of allied health workers. Our graduates, including Medical Assistants, Pharmacy Technicians and more, go on to work at major employers like CVS, NY-Presbyterian, and Walgreens.

Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with a recent $31.5M Series B led by Oak HC/FT. We were named the #1 EdTech company in the U.S. by TIME for 2025.

We’re unlocking the full potential of the global workforce—improving access to quality healthcare for everyone, everywhere.

Our Values :

We credit much of our success to our exceptional team. We’re looking for mission-driven individuals who thrive in fast-paced, sometimes ambiguous environments, and embody our four core values:

• Care first : We do whatever it takes for our students to succeed.
• Learn quickly : We test, learn with data, and iterate.
• Build together : We win when we rely on each other.
• Own it : We show up, take initiative, and show pride.

The Opportunity:

This is a unique opportunity for a Product Engineer on our AI Team to shape the future of education and career advancement at Stepful. You'll be at the forefront of integrating cutting-edge AI into our core products, directly impacting the learning journey and career outcomes of thousands of students from underserved communities. You will build innovative solutions that enhance the student experience, empower our internal teams, and drive the creation of dynamic, adaptive educational content. Success in this role will be measured by student satisfaction and increasing operator/employee efficiency–letting operators focus on substantive human interaction. The work style will include R&Ding new tools and building 0-to-1 experimental products. This is a hybrid opportunity with our team in-office Tuesday through Thursday in our Soho office. This role reports to our Founding Engineer/Engineering Manager.

What You’Ll Do:

• World-Class Learning Experience Development:

• Innovative Career Services with Generative AI:
• 6+ years of engineering experience, with a strong preference for backgrounds in direct-to-consumer startup environments.
• 2+ years of hands-on experience building and launching Generative AI products.
• Deep experience with Ruby on Rails, React, TypeScript, Node.js.
• Demonstrated experience handling and piping large datasets through Large Language Models (LLMs).

• Internal Workforce Empowerment:

• Cutting-Edge Content Management & Generation:

• Reliable Data Pipelines:

• Innovative Career Services with Generative AI:
• 6+ years of engineering experience, with a strong preference for backgrounds in direct-to-consumer startup environments.
• 2+ years of hands-on experience building and launching Generative AI products.
• Deep experience with Ruby on Rails, React, TypeScript, Node.js.
• Demonstrated experience handling and piping large datasets through Large Language Models (LLMs).

What You’Ll Bring:

• Proficiency in evaluating LLM performance, building robust testing frameworks, and iterating to improve model accuracy and efficiency.
• Familiarity with prompt-chaining, Retrieval-Augmented Generation (RAG), and other model optimization techniques.
• A relentless obsession with solving complex problems using cutting-edge technology and a strong commitment to continuous learning.
• Excitement about joining an early-stage company and a proactive, pioneering mindset for building new solutions from the ground up.
• A strong drive to make a tangible impact on people's lives through technology.
• Languages/Frameworks: Ruby on Rails, React, TypeScript
• Infra: Heroku, AWS, Vercel
• LLMs/AI: OpenAI, custom pipeline
• Data: Postgres, BigQuery
• Step 1: Intro Call with Talent Acquisition
• Step 2: Non-technical interview with Hiring Manager
• Step 3: Fullstack Live Coding (remote)
• A strong drive to make a tangible impact on people's lives through technology.
• Languages/Frameworks: Ruby on Rails, React, TypeScript
• Infra: Heroku, AWS, Vercel
• LLMs/AI: OpenAI, custom pipeline
• Data: Postgres, BigQuery
• Step 1: Intro Call with Talent Acquisition
• Step 2: Non-technical interview with Hiring Manager
• Step 3: Fullstack Live Coding (remote)

Our Stack

Interview Process:

Step 4: Onsite interview with both technical and non-technical assessment

Compensation:

• New Hire Base Salary Bands:
• Engineer I - $127,000-150,000
• Engineer II - $142,000-$167,000
• Senior I - $157,000-$185,000
• Senior II - $172,000-$203,000
• Staff I - $188,000-$221,000

Please note we do not have a bonus structure at this time so all cash compensation will come in the form of base salary. The total compensation package will also include our benefits package and an equity (ISOs) package.

Compensation for this role will fall within the pay range listed and will be determined based on job-related factors including, but not limited to, skills, experience, qualifications as well as interview evaluation. Ranges are market-dependent and may be modified in the future.

Stepful 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, marital status, ancestry, disability, genetic information, veteran status, gender identity or expression, sexual orientation, pregnancy, or other applicable legally protected characteristic.