Senior Software Engineer

At Squaremouth, our mission is simple: make travel insurance easy. We take complicated insurance products and turn them into a clear, simple comparison experience so travelers can find the coverage that gives them peace of mind. Outengineers play a huge role in making that possible.

We’re looking for a Senior Software Engineer to join our small, passionate, and fast-moving team. You’ll help us evolve our core platform, tackle complex performance challenges, and experiment with new technologies, including AI, to make our product and our team better every day.

This is a fully remote role. We’re based on US Eastern Time, and we welcome candidates who can collaborate during those hours.

What you’ll do:

• Build and ship features across our entire stack, from backend services to customer-facing interfaces.

• Improve system performance, scalability, and reliability.

• Experiment with AI tools to boost developer and user experience.

• Collaborate closely with teammates across engineering, product, and design.

• Take ownership of projects from idea to production.

• Mentor other developers and share knowledge to help the team grow.

What we’re looking for:

• 5+ years building web applications (Ruby on Rails preferred).

• Proven ability to ship high-quality work with minimal oversight.

• Strong ownership and drive; you make things happen.

• Passion for solving problems and continuously improving.

• Comfortable working independently in a distributed team.

Bonus points for experience with:

• Building APIs (REST or GraphQL)

• Frontend frameworks like React or Next.js

• Docker, Kubernetes, or other containerization tools

• AWS services and APIs

• AI tooling

Why you’ll love working here:

• Salary: $100,000–$150,000 + bonus, depending on experience

• 401(k) match

• You’ll have a voice: we involve engineers in major decisions

• Remote-first: work from wherever you do your best work

• Small team, big impact: your work directly shapes a product used by millions of travelers

• Generous PTO: flexibility to take the time you need to rest and recharge

Who we are:

We’re a tight-knit team that’s been simplifying travel insurance since 2003. We built Squaremouth to be a great place to work and the easiest way for travelers to find coverage that fits. In 2014, we launched Tin Leg, our own travel insurance brand focused on real traveler needs. It quickly became one of the most popular options on squaremouth.com.

Today, we’re more than 50 people who still move fast and care deeply about customers and teammates. We’ve been recognized as one of the Best Workplaces in America by Inc. Magazine and take pride in building both a great product and a great culture.

In 2023, we joined Specialty Program Group (SPG), giving us the resources to grow while keeping our startup spirit. So far, we’ve helped over 4 million travelers find coverage that gives them peace of mind, and we’re just getting started.

Salary Transparency:

Disclosure required under applicable law in California, Colorado, Illinois, Maryland, Minnesota, New York, New Jersey, and Washington states: The compensation for this position is a variable comp structure, i.e., draw plus commission. As such, the total salary paid will vary directly depending on the successful candidate’s book of business at an particular time. The draw range for this position is $100,000 - $150,000 annually and could be impacted by factors such as the successful candidate’s skills, experience and working location, as well as the specific position’s business line, scope and level. HUB International is proud to offer comprehensive benefit and total compensation packages which could include health/dental/vision/life/disability insurance, FSA, HSA and 401(k) accounts, paid-time-off benefits, and eligible bonuses, equity and/or commissions for some positions.

#SPG

Department Information TechnologyRequired Experience: 5-7 years of relevant experienceRequired Travel: NegligibleRequired Education: Bachelor's degree (4-year degree)

HUB International Limited is an equal opportunity employer that does not discriminate on the basis of race/ethnicity, national origin, religion, age, color, sex, sexual orientation, gender identity, disability or veteran's status, or any other characteristic protected by local, state or federal laws, rules or regulations.

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