• Skip to primary navigation
  • Skip to main content
  • Skip to footer

Side Hustles

Side Hustles

Side Hustles For All

  • Best Side Hustles
    • Woman sitting on a pile of coins and working on a laptop surrounded by icons representing different side hustle ideas

      31 Best Side Hustles to Earn Extra Money in 2026

    • Bicycle courier delivering food for their side hustle.

      What Is a Side Hustle?

    • Remote worker sitting at his desk making money from home

      18 Ways to Make Money from Home (Online and Offline Jobs)

    • By Category
      • Arts & Crafts
      • Business Services
      • Caregiving
      • Creative Services
      • Digital Freelance Services
      • View All
    • By Lifestyle
      • I’m introverted
      • I’m a man
      • I’m a woman
      • I’m a stay-at-home mom
      • I’m unique
      • View All
    • By Profession
      • Artists & Creatives
      • Musicians
      • Nurses
      • Physicians
      • Teachers
      • View All
    • By Age Group
      • College Students
      • Teens
      • Age 50+
      • Seniors
      • View All
    • By Skills & Interests
      • Get Paid to Lose Weight
      • Get Paid to Play Games
      • Get Paid to Read
      • Get Paid to Sleep
      • Get Paid to Travel
      • View All
  • Best Gig Apps
    • Freelance worker popping out of a phone screen and considering gig apps on the App Store and Google Play

      Top 6 Gig Apps to Make Real Cash in 2026

    • Smartphone surrounded by the icons of different money-making apps

      Top 10 Best Money-Making Apps to Try in 2026

    • two teenagers using job apps on a phone and laptop

      19 Job Apps for Teens to Find Jobs and Make Money

    • By Gig Type
      • Cashback
      • Data Entry
      • Delivery
      • Games
      • Product Testing
      • View All
    • By Payment Method
      • Bingo Games that Pay to Cash App
      • Games that Pay Real Money
      • Games that Pay to Cash App
      • Games that Pay via PayPal
      • Surveys that Pay to Cash App
      • View All
    • By Benefits
      • $20 Signup Bonuses
      • $25 Signup Bonuses
      • $50 Signup Bonuses
      • Best Signup Bonuses
      • Instant Signup Bonuses
      • View All
    • By Skills & Interests
      • Driving
      • Losing Weight
      • Playing Games
      • Product Testing
      • Watching Ads
      • View All
  • Job Hunting
    • Freelance worker browsing a job post on a freelance job board.

      23 Job Boards You Can Use to Find Remote Work

    • Freelance writer sitting at her laptop working on a project

      15 Best Remote Jobs That Require No Paid Work Experience

    • Teenager sitting at laptop working an online job

      14 Online Jobs for Teens (With No Experience)

    • Freelancing
      • Freelance Writing Sites
      • Freelance Writing Job Boards
      • Freelance Writing Platforms
      • View More
    • Gig & Shift Work
      • Gig Work Apps
      • On-Demand Work Apps
      • Shift Work Apps
      • View More
    • GPT (Get Paid To)
      • Microtasking
      • Product Testing
      • Survey Taking
      • View More
    • Remote Working
      • Best Remote Job Boards
      • Top 15 Remote Jobs
      • View More
  • Job Board
    • Work Schedule
      • Part-Time Jobs
      • Per-Diem Jobs
      • Go Search
    • Work Environment
      • Hybrid Jobs
      • Remote Jobs
      • Go Search
    • Employment Type
      • Contractor Jobs
      • Internship Jobs
      • Temporary Jobs
      • Go Search
    • Job Title
      • Accounting Jobs
      • Data Entry Jobs
      • Nursing Jobs
      • Online Teaching Jobs
      • Software Engineer Jobs
      • Go Search
    • State
      • California Jobs
      • Florida Jobs
      • New York Jobs
      • Pennsylvania Jobs
      • Texas Jobs
      • Go Search
    • City
      • Chicago, IL
      • Houston, TX
      • Los Angeles, CA
      • New York City, NY
      • Phoenix, AZ
      • Go Search

Home Flexible Job Board Principal Software Engineer, AI-Native

$210,000–275,000/yr 75d ago

Principal Software Engineer, AI-Native

Boost your chances before you apply.

  • ✨ Apply 10x Faster Free

    It takes 30+ tailored applications to land jobs like this one. We'll help you get that done in 1 hour.

    No Credit Card Required

  • Proceed to Application Go directly to the company's job page to apply.
Logo

RxSense

US

Full-time Permanent Remote

✨ Apply 10x Faster

Analyze your resume for missing keywords, then one-click optimize it. Don't be anything less than a 100% match candidate.

Free

No Credit Card Required

Summary

Architect and build production AI systems across a multi-language stack while establishing technical standards for the engineering organization. Lead the development of offline and online evaluation frameworks to ensure the reliability and performance of LLM-based components.

Job Description

We are a healthcare technology company that provides platforms and solutions to improve the management and access of cost-effective pharmacy benefits. Our technology helps enterprise and partnership clients simplify their businesses and helps consumers save on prescriptions.

As a leader in SaaS technology for healthcare, we offer innovative solutions with integrated intelligence on a single enterprise platform that connects the pharmacy ecosystem.  With our expertise and modern, modular platform, our partners use real-time data to transform their business performance and optimize their innovative models in the marketplace.

Position summary

RxSense is becoming an AI native company, and AI is the primary lever behind our next phase of growth.

This is a deeply technical, architect level role. You will sit on the AI Engineering team and set the technical standard the broader engineering organization looks to, leading through example and craft rather than mandate. You will architect and build systems across our stack (C#/.NET, Python, and the occasional TypeScript front end), and you will lead development of our AI evaluation infrastructure, both offline (test suites, golden datasets, and regression harnesses wired into CI/CD) and online (continuous monitoring of live model and system behavior).

Working in this domain is compelling because two things must hold true at once. Our systems need to be correct, since we operate in a regulated, high stakes domain where evaluation and trustworthy behavior matter as much as the features themselves. Our systems also need to be fast, since they run at high volume and low latency, where performance compounds at scale. Much of this role is about helping projects move quickly while staying confident in the products we ship.

You will do this work in an AI forward environment. Our engineers build with modern agentic tooling standardized on Anthropic's Claude, so you will have first class tools for the work ahead.

Responsibilities

  • Architect and build production systems across a multi language stack: C#/.NET services, Python AI and data pipelines, and occasional TypeScript
  • Set the example for an AI forward, high technical standard across the broader engineering organization, leading through craft rather than organization wide authority
  • Design and drive adoption of offline evaluation frameworks (test suites, golden datasets, regression harnesses wired into CI/CD) for LLM based and other non deterministic components
  • Build online evaluation and monitoring that continuously assesses live model and system behavior in production, including drift and regression detection
  • Partner with engineering leadership to surface systemic risks in AI features, such as reliability, correctness, and drift, and drive the fixes
  • Lead architecture reviews for major initiatives and mentor senior and staff engineers on system design, evaluation methodology, and AI forward practices
  • Prototype and ship new AI capabilities

What success looks like

Day to day, you move between writing production code, shaping architecture across teams, and building the evaluation tooling that gives RxSense confidence in its AI systems before and after they ship. 

Qualifications

  • 8+ years of professional software engineering experience, with demonstrated Staff, Principal, or Architect-level scope — e.g., owning system architecture end-to-end, driving technical strategy across multiple teams, or being accountable for critical production systems. We evaluate candidates on the scope and impact of their work rather than years of experience alone; strong candidates with less tenure but clear evidence of this level of ownership are encouraged to apply. 
  • Depth across backend and AI/ML systems, working in some combination of C#/.NET, Python, and TypeScript.
  • Experience with LLM observability, prompt and response evaluation, or agentic system testing
  • A track record of setting technical standards that other engineers and teams adopt.
  • Strong communication skills, with the ability to align engineers and leadership around a shared technical direction.
  • Comfort working in an AI forward engineering environment, for example with agentic coding tools such as Claude Code.
  • Bachelor's degree in Computer Science, Engineering, or a related field preferred. Equivalent practical experience will be considered in lieu of a formal degree. 

Preferred

  • Experience in pharmacy benefits, healthcare, fintech, or another regulated, high stakes domain.
  • Familiarity with distributed systems tooling such as Kafka, gRPC, Grafana, and Dragonfly / Redis.
  • A good eye for clean, usable interfaces for the occasional front end work.

Salary Range- $210,000- $275,000

RxSense believes that a diverse workforce is a more talented and productive workforce. As such, we are an Equal Opportunity and Affirmative Action employer. Our recruitment process is free from discriminatory hiring practices and all qualified applicants are considered for employment without regard to race, color, religion, sex, gender, sexual orientation, gender identity, ancestry, age, or national origin.  Neither will qualified applicants be discriminated against on the basis of disability or protected veteran status.  We believe in the strength of the collaboration, creativity and sense of community a diverse workforce brings. 

About the company

RxSense

RxSense is a leading healthcare technology company transforming the delivery of pharmacy benefits. Our cloud-native platform powers scalable solutions that bring transparency, flexibility, and affordability to the pharmacy ecosystem.

Guided by a vision to make pharmacy benefits seamless and consumer-centric, we provide better access, lower costs, and healthier outcomes. RxSense is also the parent company of SingleCare, a prescription savings service that has helped people across the U.S. save billions on their prescriptions.

At RxSense, we’re not just building technology, we’re redefining pharmacy benefit management. Through innovation and collaboration, we’re creating a future where healthcare is more affordable, accessible, and centered on the people it serves.

Learn more at rxsense.com

Founded

2015

Company size

201-500 employees

Industry

Hospitals and Health Care

Org type

Privately Held

Headquarters

Boston, Massachusetts

Apply Now

About the company

RxSense

RxSense is a leading healthcare technology company transforming the delivery of pharmacy benefits. Our cloud-native platform powers scalable solutions that bring transparency, flexibility, and affordability to the pharmacy ecosystem.

Guided by a vision to make pharmacy benefits seamless and consumer-centric, we provide better access, lower costs, and healthier outcomes. RxSense is also the parent company of SingleCare, a prescription savings service that has helped people across the U.S. save billions on their prescriptions.

At RxSense, we’re not just building technology, we’re redefining pharmacy benefit management. Through innovation and collaboration, we’re creating a future where healthcare is more affordable, accessible, and centered on the people it serves.

Learn more at rxsense.com

Founded

2015

Company size

201-500 employees

Industry

Hospitals and Health Care

Org type

Privately Held

Headquarters

Boston, Massachusetts

Footer

sidehustles.com
Facebook Twitter Instagram LinkedIn Reddit TikTok YouTube

Show Me The Money

  • Side Hustle Basics
  • Side Hustle Job Board (Remote & Part-Time Jobs)
  • Gig App Reviews
  • Job Hunting
  • Manage Your Money
  • The Gig Apple: News & Events

Company

  • About Us
  • Contact Us
  • Become a Contributor
  • Advertising & Sponsorships
  • Partner With Us
  • Editorial Guidelines

Side Hustles © All rights reserved

  • Privacy Policy
  • Terms of Service

Thanks for using our free job board

Your review would mean a lot to us.

If you love that we're just giving away remote jobs for free with no paywall, please spread the word. (You will need to create an account on Trustpilot, for which we'll be eternally grateful.) Good luck out there!

Leave a Review Not yet. Send me to the job post.