About the role

About Us

PolicyFly is modernizing the way specialty insurance works. Our platform simplifies complex, manual workflows (e.g. quoting, issuing, and managing policies) by connecting underwriters, brokers, and carriers with automation and clean, intuitive design. We’re powering the future of insurance infrastructure, one line of business at a time.

Job Description

We’re looking for a sharp, detail-driven QA Tester to help us ensure the quality and reliability of the PolicyFly platform. This is a remote role ideal for someone who enjoys finding bugs, validating complex workflows, and helping a fast-growing team ship clean, confident releases.

You’ll work closely with our product and engineering teams to test new features, validate updates, and support issue tracking in Jira — all while getting exposed to the inner workings of a modern insurance platform.

If you have an eye for detail, love breaking things (in a good way), and thrive in a remote-first, collaborative team, we’d love to hear from you.

What You’ll Do

Execute functional, regression, and exploratory tests on web-based insurance software
Log, track, and verify bugs using Jira
Help reproduce and isolate edge-case issues across a variety of use cases
Review requirements and user stories to identify test gaps
Collaborate with engineering and product teams to validate fixes and provide feedback
Support release readiness through hands-on QA sessions

What You’ll Bring

Required:

Experience with manual QA testing for software applications (e.g. are curious to reproduce, find and even document bugs found in software applications)
Comfort using Jira for test case management and issue tracking
Experience in testing automation (web, APIs)
Strong attention to detail and methodical testing approach
Competence with understanding mathematical formulas (i.e. pricing an insurance policy)
General experience and comfort with Excel
English fluency
Clear written and verbal communication (we’re remote!)
A proactive, self-starter mindset with the ability to work independently

Nice to Have:

Experience in the insurance industry (underwriting, quoting, or policy admin exposure is a big plus) or a financial industry of some kind
Familiarity with test planning tools or QA frameworks
Experience in remote team environments

Position Details

Type: Full-time (after paid part-time trial period)
Location: Remote (Within +/- 3 hours of ET time zone preferred for overlap)
Compensation: Based on experience

About PolicyFly

PolicyFly enables Insurers to sell and manage specialty insurance.

Insurance? 😴🛌🪦 — Wait, keep reading!

Here is why we are fired up — it’s a massive industry (5%+ of US GDP) with HUGE challenges and the tech being applied is 30+ years past its expiration date.
Insurance is fairly recession-proof – in fact when economic conditions or turmoil occurs, is precisely when people wish they had insurance.
At its core, insurance is the vehicle that minimizes suffering and maximizes economic growth. Unfortunately, for many that require specialty insurance to protect their livelihood, it’s difficult to get.
For example, how does someone protect their house that is being impacted by climate change? Or, how can a company protect their goods along the supply chain, allowing them to expand? This is specialty insurance — where complex or higher risks are placed.
It can take 30-60 days to get coverage, without price transparency but with PolicyFly, an agent can place coverage on the same day.
Our product provides immediate DEEP value for our customers, the insurers — enabling them to automate back office ops while providing a storefront for their agents.
We’re processing a ton of data and money every day. Fun stat: we are already processing $2B in insured value every month.

🤗🐼 Why PolicyFly?

We are a Fintech SaaS with a transaction fee business model that scales up with our customer growth.
One of the best times to join in terms of risk/reward (post-PMF while still being pre-series A).
3 Founders that have been working together for 15+ years in a variety of software businesses and we are even more fired up now! This means you’re joining a mature founding team that knows how to work together. We are here to change insurance and won’t tap out early.
The surface area of insurance is massive — tons of opportunity to take ownership and lead various products.
A big long-term vision for building network effects.
We are a distributed remote team with team members in CA, NY, NJ, VA, AZ, Canada, and the UK.
Properly funded to weather the storms ahead and grow the team and product the right way.
Quarterly retreats/on-sites — our last trip was in London.
Great benefits — full health, dental, vision, 401k matching, HSA, etc.

🚀 What are we building?

Document processing pipelines and rendering engines.
Low-code tooling to allow end-users to rapidly build their own insurance products and rules.
Complex calculation engines that can handle various pricing scenarios.
“Google Sheets” like GUI for managing complex lists of covered items (aka schedules).
Data pipelines to enable third-party integrations and robust reporting.
Etc, etc.

👂What we are looking for

Sense of humor — just because insurance seems boring, doesn’t mean we are or it is!
Solutions-oriented — you are bold and imaginative, ready to suggest new ideas.
Love learning — no matter your role, you will grow here. But you’ll grow 10x if you love to learn.
Communication — as a remote company, we live and die by communication.
Preparedness — preparation inspires confidence, and confidence earns respect.

PolicyFly

QA Tester (Remote)