Senior Software Engineer

Senior Software Engineer

The Aspen Group (TAG) is not just supporting healthcare—we’re actively engineering its future. As one of the largest retail healthcare support organizations in the United States, our technology empowers 16,000+ professionals across 1,200+ locations to deliver smarter, more accessible care.

We provide the digital engine behind industry‑leading brands including Aspen Dental, ClearChoice, WellNow, Chapter Aesthetic Studio, and Lovet, enabling them to operate, innovate, and scale at massive speed. This is a place where your code directly improves patient lives while fueling rapid organizational growth.

To support our continued technological evolution, we are seeking an exceptional Senior Software Engineer to join our cutting‑edge engineering team.

Role Details

• Location: Chicago, IL (Hybrid)

• Employment Type: Full‑Time

Role Overview

As a Senior Software Engineer, you are highly independent and self‑directed, with deep expertise across multiple technical domains. You bring a broad architectural perspective and are trusted to solve complex, ambiguous problems with minimal oversight.

You proactively identify technical risks, uncover architectural opportunities, and design systems that span multiple services and platforms. While your day‑to‑day impact is within your team, you are directly accountable for product and program outcomes, including delivery quality and cost performance.

You will collaborate closely with Product Managers, UX Researchers, Data Scientists, and DevOps/SRE teams to define requirements, shape solutions, and ensure reliable, high‑quality delivery.

Key Responsibilities

• Design, build, and maintain highly scalable, reliable software systems

• Lead technical initiatives and architecture discussions within your team

• Mentor and guide less‑experienced engineers through code reviews and design collaboration

• Improve engineering standards, tooling, and development processes

• Identify and resolve performance bottlenecks and system‑level architectural issues

Qualifications

• 5+ years of professional software development experience

• Strong expertise in multiple programming languages and paradigms

• Deep understanding of system design, distributed systems, and cloud architecture

• Proven track record of delivering end‑to‑end software solutions

• Excellent communication skills and ability to lead technical discussions

• Experience integrating AI services or leveraging advanced AI coding tools to improve productivity and code quality

Technical Proficiencies

Frontend

• React / Next.js / TypeScript

• Expert level. Defines frontend architecture, manages complex application state, and enforces rigorous performance standards.

Backend

• Python, PHP

• Expert level. Designs scalable, concurrent services and resilient microservice architectures.

Databases

• PostgreSQL / NoSQL

• Advanced data modeling, zero‑downtime migrations, and performance optimization.

Infrastructure & Cloud

• AWS / GCP / Kubernetes / CI/CD

• Designs and operates robust CI/CD pipelines with deep knowledge of cloud networking, security, and container orchestration.

AI Tooling

• Claude / LLMs

• Integrates LLM APIs into production systems and uses advanced prompting for architectural evaluation and large‑scale code refactoring.

Why Work at The Aspen Group?

At TAG, we take care of the technology teams that take care of our patients and clinics. We’re proud to be named to Built In’s 2026 Best Large Places to Work in Chicago.

As part of our engineering organization, you’ll enjoy:

• State‑of‑the‑Art Workspace
  Work alongside top talent in our beautiful new headquarters in Chicago’s vibrant Fulton Market district.

• Comprehensive Healthcare
  Excellent, industry‑leading health and dental coverage.

• Financial Security
  Competitive 401(k) plan with company matching.

• Work‑Life Balance
  Highly flexible PTO policy that treats you like an adult and gives you the time you need to recharge.

Annual pay range: $129,000-$160,000

A generous benefits package that includes paid time off, health, dental, vision, and 401(k) savings plan with match