Calling the bold.

Calling the bold.

Uncork-backed companies are hiring explorers, builders, and operators ready to help chart new territory.

Uncork-backed companies are hiring explorers, builders, and operators ready to help chart new territory.

Director of Insurance

Shippo

Shippo

United States · Remote
USD 210k-284k / year + Equity
Posted on Mar 3, 2026

About Shippo

At Shippo, our vision is bold and clear: we are the shipping layer of the internet. Our mission is to make every merchant successful through excellent shipping, delivering world-class logistics technology and infrastructure. We’re building the backbone of global e-commerce — connecting merchants to carriers worldwide through a single API and intuitive dashboard.

As a remote-first and globally distributed team, we believe flexibility fuels trust, autonomy, and performance. Our diverse perspectives — across continents, cultures, and time zones — drive our innovation and enable us to build solutions used by businesses everywhere. We invest in modern, scalable technology so our teams can build, ship, and iterate with confidence.

Your impact starts here: every person at Shippo plays a direct role in shaping the infrastructure that powers global commerce and makes shipping simpler for businesses around the world.

We are looking to add an insurance leader to our team. As a first step, you will be in charge of launching our insurance offering for our API customers

Shipping & handling responsibilities

  • Lead the vision, strategy, and roadmap for the API insurance product, ensuring alignment with broader product and business priorities.
  • Define, track, and analyze insurance and claims metrics and KPIs to measure performance and inform ongoing improvements.
  • Build and maintain relationships with insurance carriers and third-party partners, serving as the primary point of coordination.
  • Manage the insurance API connector and associated documentation, ensuring clarity, reliability, and ease of integration.
  • Partner with the GTM team to support the positioning and sale of the API insurance offering.
  • Collaborate with Marketing on insurance product launches and feature updates, providing product context and input as needed.
  • Work closely with Customer Support to understand customer sentiment and incorporate feedback into product improvements.
  • Set and maintain the pricing strategy to determine appropriate pricing for the insurance offering.
  • Oversee the end-to-end claims experience, ensuring a consistent and reliable experience for customers.

Your shipping requirements

  • Experience building and managing embedded or API-based insurance products, with a strong understanding of insurance offerings and claims workflows
  • Ability to define, track, and analyze insurance and claims KPIs to inform prioritization and continuous improvement
  • Experience working on API-driven products, including managing integrations and maintaining clear, high-quality developer documentation
  • Proven ability to partner with Go-To-Market, Marketing, and Customer Support teams to support product positioning, launches, and customer experience improvements
  • Experience building and maintaining relationships with insurance third-party partners, serving as a primary point of coordination
  • Demonstrated experience setting and maintaining pricing strategies for B2B or API-based products, balancing customer value and business objectives
  • Ability to oversee the end-to-end claims experience, ensuring consistency, reliability, and operational efficiency
  • Experience operating in a high-growth environment with evolving priorities and processes
  • Eight or more years of total professional experience in product, platform, or adjacent roles

What is in the Shippo Package?

  • Healthcare coverage for medical, dental, and vision (90% covered by the company, incl. dependents). Pets coverage is also available!
  • Take-as-much-as-you-need vacation policy & flexible working hours
  • One week-long company wide winter slow down
  • 3 Volunteer Days Off (VTOs)
  • WFH stipend to set up your home office
  • Charity donation match up to $100
  • Dedicated programs, coaching, tools, and resources for your professional and career growth as well as an individual learning stipend for your personal and focused growth
  • Fun team in person time through our Shippos Everywhere program which includes regular team and company off-sites throughout the year as well as local Shippos gatherings

Compensation

Our Compensation Shippolicy:

We believe compensation is a custom experience and are commited to fair and equitable compensation practices. The standard base pay range for this role is min is $210k to a max $284k annual salary. Since we are focused on hiring Shippos Everywhere, we have 2 US pay ranges, a standard compensation range for the majority of the US and a standard +1 compensation range for those who live in areas where the cost of labor is higher, such as NYC and California.

The actual base pay is dependent upon many factors, such as: financial budgets, work experience, training, transferable skills, business needs, and market value. The base pay salary ranges are subject to change and may be modified in the future. Total compensation for this role will include, equity, medical, dental, vision and other benefits noted in our Shippos “package” section.

Sail through the process:

Here at Shippo, we celebrate inclusivity and are committed to creating equal access to opportunities for people from all backgrounds, perspectives and geographies. These values define who we are and everything we do. All qualified individuals are encouraged to apply. If you need assistance, or a reasonable accommodation during the application and recruiting process, please contact us at accommodations@goshippo.com

Shippos in the wild:

Our people, much like the packages we help ship, are all over the world. This means, through our remote-first program, “Shippos Everywhere”, our roles can be based anywhere in the US with the exception of Delaware, Nevada, Ohio, Oregon, Hawaii, New Mexico and West Virginia and many roles can be based internationally.

For locations outside of the US and Ireland, the employment contracts are powered by Remote.com (all Shippo perks still apply - including equity!). What we want to emphasize is that you can be successful at Shippo regardless of location.