Staff Software Engineer

About the company

We're building healthcare tech for a system that desperately needs it.

Each year, millions of Americans deal with confusing changes to their Medicare plans that impact their prescriptions, access to care, and pocketbooks. These aren’t just inconveniences – they are potentially life-altering changes that leave seniors medically and financially vulnerable.

Independent Medicare the company play a crucial role in guiding seniors through this complexity and helping them find the right coverage for their needs. But their ability to be effective healthcare advocates has long been hamstrung by broken tools and outdated systems.

The company is fixing that. We’re the fastest-growing Medicare platform in the country, combining AI, an industry-leading CRM, and client services to transform how 10,000+ brokers acquire, enroll, and support clients in their local communities.

Join a talent-dense team from Square, Ramp, Yext, Oscar, and Cedar — backed by Primary Ventures and Viewpoint Ventures — that is serious about building technology to expand access to quality healthcare. We offer remote work, sabbaticals, company retreats, and other generous benefits that earned us recognition as one of Inc. Magazine’s Best Workplaces of 2025

Healthcare is overdue for innovation. Let’s redefine what its future looks like — together.

Summary

The company is looking to bring on a Staff Software Engineer that will drive progress in the Medicare industry’s evolution. As a staff-level member of our engineering team, you’ll own meaningful pieces of our technical roadmap and set a high bar for how we build. This will involve delivering impactful feature sets to our industry-leading web-based broker platform, making architectural decisions to support its long-term health and stability, and shaping the technical direction of your product domain.

Your day-to-day responsibilities will be diverse: you’ll engage in both frontend and backend development, partner with product and design leadership on scope and tradeoffs, mentor engineers around you, and own the long-term technical health of the systems you work in - including knowing when a system needs to be replaced, not just improved.

What you’ll do

• Deliver impactful full-stack features that benefit Medicare brokers and beneficiaries, while setting the quality bar for how the team builds

• Partner closely with product and design leadership to shape scope, surface tradeoffs, and influence roadmap decisions

• Own system-level decisions within your product domain, drive key system and architectural decisions that ensure our platform is set up for elegant solutions to our customers’ problems

• Identify systemic sources of technical debt and own their resolution, balancing short-term velocity with long-term platform health

• Establish and evolve engineering standards - from code review practices to system design principles - leading by example and mentoring engineers around you

• Build with modern AI-powered developer tools that remove friction and let you focus on meaningful problems, and help us continue to grow how we use them across the team

What we’re looking for

• 8+ years of professional experience with either modern JS (Vue, React) or Python/backend web development, with meaningful hands-on experience in both

• Comfort with ambiguity; ability to thrive in fast-paced environments

• Product intuition and a track record of connecting technical investments to business outcomes and influencing roadmap decisions upstream of execution

• Fluency with AI-powered development tools as part of your everyday workflow

• Exceptional communication skills - able to translate complex technical concepts for non-technical stakeholders and vice versa

• Demonstrated track record of leading architectural decisions at the domain level and shipping customer-facing products with technical excellence

• Commitment to a growth-oriented team culture focused on learning, continuous improvement, and winning together

Nice to haves

• Experience working directly with cloud infrastructure (AWS preferred)

• Expertise in Django or similar

• Track record of defining technical strategy at the domain or team level

• History of raising engineering standards through mentorship and code review culture

Our salary ranges are based on paying competitively for our company’s size and industry, and are one part of the total compensation package that also includes equity, benefits, and other opportunities at the company. In accordance with New York City, Colorado, California, and other applicable laws, the company is required to provide a reasonable estimate of the compensation range for this role. Individual pay decisions are ultimately based on a number of factors, including qualifications for the role, experience level, skillset, geography, and balancing internal equity. A reasonable estimate of the current salary range is listed below . We expect most candidates to fall in the middle of the range. We also believe that your personal needs and preferences should be taken into consideration, so we allow some choice between equity and cash.

Base Salary

$205,000 — $240,000 USD

Why you should join our team

By joining the company, you will get in on the ground floor of a fast-moving, well-funded, and mission-driven startup where you will have a profound impact on the brokers and beneficiaries we serve. And you'll learn, grow, be challenged, and have fun with your team while doing it.

We strive to help you and your family thrive. We're committed to supporting your happiness, healthiness, and overall well-being by providing a comprehensive benefits program. In addition to your base salary, we also offer:

• Equity compensation

• Health care, including dental and vision

• Flexible work location; co-working available

• 401k

• Paid Time Off

• Monthly Remote Work Stipend (help cover costs of home-office needs)

• Paid Parental Leave

• Up to 14 weeks for birthing parents

• Up to 8 weeks for non-birth parents

• 11 paid holidays

• 2 week sabbatical at 5 years of employment

• Wellbeing Perks through SpringHealth, Calm, and more!

Compliance

The company is a proud participant in E-Verify. As part of our commitment to compliance, we use the E-Verify program to confirm the employment eligibility of all employees working in the United States. For more information about E-Verify, please visit [link for members] .

Furthermore, for security and compliance requirements, we’re unable to accommodate international remote work. While we fully support travel and time off, all work must be conducted from an approved location within the U.S.

At the company, we are committed to hiring the best team to serve our clients regardless of their background. We need diverse perspectives to reflect the diversity of our problems and the population we serve. We look to hire people from a variety of backgrounds, including, but not limited to, race, age, sexual orientation, gender identity and expression, national origin, religion, disability, and veteran status.

AI Notice: We may use AI-enabled tools to assist with certain aspects of our hiring process. These tools do not replace human decision-making, and all employment decisions are made by qualified team members in compliance with applicable laws.