Senior Software Engineer 2

Insider, Inc.; New York (NY); On-site; USD 172,000 - 228,000; Full time

Benefits offered by this job

Meaningful Equity Stake

Subsidized Medical, Dental, and Vision insurance

401(k) plan

Open vacation policy

15 work-from-anywhere days

Job summary

Insider, Inc. is seeking a Senior Full-Stack Engineer based in New York. In this role, you will develop an advanced Learning Management System and implement innovative career services leveraging AI. Aiming to empower graduates, you will also design platforms for instructors and maintain success metrics.

The ideal candidate has over 8 years of full-stack experience with React + Typescript and is excited about solving complex problems in an early-stage EdTech company. Compensation ranges from $172,000 to $228,000 with comprehensive benefits including meaningful equity and generous PTO.

Qualifications

• 8+ years of full-stack engineering experience.
• Experience with React + Typescript on the frontend.
• Familiar with Python, Node.js, or Ruby on Rails for the backend.
• Ability to solve complex problems with cutting-edge technology.

Responsibilities

• Develop and iterate on an advanced Learning Management System.
• Empower graduates with innovative career services using AI.
• Design platforms for instructors and maintain student success.
• Generate and maintain educational content at scale.
• Create reliable data pipelines for data-driven decision-making.

Skills

Full-stack engineering experience

React + Typescript

Python, Node.js, Ruby on Rails

Problem-solving

Job description

About Stepful:

Stepful is reimagining allied healthcare training by offering affordable, online, instructor‑led, and AI‑supported programs that help learners—regardless of background or circumstance—launch high‑demand healthcare careers.

In addition to our direct‑to‑consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY‑Presbyterian, HCA, Providence, and Walgreens.

Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with a recent $55M Series C led by Oak HC/FT. We were named the #1 EdTech company in the U.S. by TIME for 2025.

We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most.

Our 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.

What you can expect to be working on:

• World Class Learning Experience: Develop and iterate on an advanced Learning Management System that generates outcomes! Focus on seamless UX, adaptive learning, peer‑to‑peer engagement, gamification and motivational mechanisms.
• Innovative Career Services: Empower graduates to find jobs and match our growing network of clinical partners. Apply generative AI to the job‑seeking process, from resume generation to interview training.
• Empower the Internal Workforce: Design and maintain platforms for instructors, TAs, coaches, and operators to optimize student success. Leverage generative AI to maximize its impact on students' lives.
• Cutting Edge Content Management: Generate and maintain content at scale that adapts to evolving educational needs. Build the technology to create new curricula in a fraction of the time and iterate to maximize students' learning.
• Data Pipelines: Make data reliable and accessible to everyone at Stepful, and empower the business, learning, and operation teams at Stepful to make data‑driven decisions.

This job is for you if you have:

• 8+ years of full‑stack engineering experience. Can take ownership of the whole development lifecycle (this means you are comfortable operating full‑stack)
• Must be familiar with React+Typescript on the frontend. Familiarity with any of the following languages for the backend: Python, Node.js, Ruby on Rails
• Relentlessly obsess over solving complex problems with cutting‑edge technology and willing to learn something new every day
• Find excitement in joining an early‑stage company and are not afraid of building something new

Bonus points if:

• You have previous experience in a direct‑to‑consumer startup, especially within EdTech/Healthcare

Interview Process:

1. Interview with a Recruiter (30 min)
2. Technical Round (2.45 hrs):
   1. (1) Live Full Stack Coding Exercise - You will have a choice of the following tech stack:
      • React+Node.js (Express)
      • React+Python (Django)
      • React+Ruby
   2. (2) Live Coding Challenge - You will have a choice of the following language:
      • Python
      • Ruby
      • JavaScript
   3. (3) Technical Interview with the Hiring Manager

Onsite (1.5 hrs)

Senior II - $172,000-$228,000

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. 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.

Benefits:

• Meaningful Equity Stake
• Subsidized Medical, Dental, and Vision insurance plan options
• 401(k)
• FSA, HSA and commuter benefits
• Open vacation policy, including:
  • Guidance of 15 days PTO annually
  • 15 work‑from‑anywhere days
  • 10 public holidays observed for 2026

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.