Head of Data & Analytics

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. Our engineers play a huge role in making that possible.

Were looking for a Data & Analytics Lead to join our small fast-moving team and help us level up how we measure and understand the business. Youll own our core metrics and reporting partner closely with Execs to answer high-impact questions quickly and start shaping the roadmap for a modern data stack (warehouse ETL/ELT semantic layer) as we scale.

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

What youll do

• Build and own our data source of truth (canonical KPIs definitions reconciliation).

• Deliver fast reliable insights for Exec with a clear reporting cadence.

• Run the analytics operating system (intake prioritization stakeholder alignment).

• Raise dashboard trust (QA validation clear ownership).

• Enable measurement & experimentation (readouts guardrails) as needed.

• Define the data platform roadmap (ETL/ELT warehouse semantic layer) and drive the first steps.

• Player/coach: ship work and mentor others to help them grow.

What were looking for

• 5 years in analytics/BI/product analytics/analytics engineering (exact mix flexible).

• Proven experience building a metrics foundation and resolving numbers dont match situations.

• Strong SQL strong analytical judgment (you can be dropped into messy schemas and make order).

• Experience planning and/or implementing core data foundations (warehouse ETL/ELT modeling/semantic concepts).

• Early/first data hire experience; comfortable with ambiguity and ownership.

• Comfortable working independently in a distributed team.

Bonus points for experience with

• Introducing a transformation layer / semantic layer / modern warehouse approach.

• Marketplace/e-commerce funnels attribution familiarity.

• Supporting experimentation programs.

• Defining the next data hires (roles sequence scope).

Why youll love working here

• Salary: $120000$170000 bonus depending on experience

• 401(k) match

• Youll 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

Were a tight-knit team thats 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 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 .

Today were more than 50 people who still move fast and care deeply about customers and teammates. Weve 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 weve helped over 4 million travelers find coverage that gives them peace of mind and were just getting started.

Salary Transparency:

Disclosure required under applicable state or municipality regulations: The expected draw range for this position will be $120000 - $170000 with additional bonus opportunity. This compensation will be impacted by factors such as the successful candidates skills experience and working location as well as their historical book of business. A variable compensation package will be offered to enable the position to have high income earning capability. SPG 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 commissions for some positions.

#SPG

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 veterans status or any other characteristic protected by local state or federal laws rules or regulations.

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