We’re looking for a Full Stack Engineer to join our growing team of insurance innovators in San Francisco, CA. As an early member of the Huckleberry team, you will have full ownership of finding the best solutions to design, architect and implement across our stack. Our technology stack is built on Node/Hapi/Postgres/React sitting on AWS. We write a lot of tests, use automated deployment, Github for code reviews, and Sketch/Invision for mockup prototyping.

Senior Full Stack Engineer

We’re looking for a Designer to join our growing team of insurance innovators in San Francisco, CA. As an early member of the Huckleberry team you'll be working on customer-facing interfaces on mobile, web, and beyond. This also includes creative campaigns, educational resources, and visual systems that support our brand identity. There is an emphasis on UX and interaction design for this role, but having visual design and/or illustration experience is also a plus.

Product Designer

We’re looking for an email marketing manager to join our growing marketing team and help us deliver a delightful customer messaging experience. In this role, you will develop, execute and optimize our email channel and SMS messages to support our acquisition and retargeting efforts. The ideal candidate is extremely hands-on but can also articulate tactics to support our aggressive growth goals while keeping a customer-centric mindset.

Marketing Manager - Email

Huckleberry is seeking a strategic, data-driven, and ambitious leader who will own sales pipeline creation and new business growth. The ideal candidate will combine full-stack marketing expertise, elite cross-functional collaboration, and a Jedi analytical mindset, and will be able to channel these to lead a team in fueling inbound demand generation, and unlocking significant growth opportunities.

Head of Demand Generation

We're looking for an experienced accountant to join our growing operations team.

Accountant / Controller

We’re looking for a Frontend Engineer to join our growing team of insurance innovators in San Francisco, CA. As an early member of the Huckleberry team, you will have full ownership of finding the best solutions to design, architect and implement across our stack. Our technology stack is built on React/NextJS/CSS Modules sitting on AWS. We write a lot of tests, use automated deployment, Github for code reviews, and Sketch/Invision for mockup prototyping.

Senior Frontend Engineer

Full Stack Engineer

Frontend Engineer

In this role, you will be leading Huckleberry’s paid search, social and display acquisition campaign strategy and execution. You will collaborate with internal partners across campaigns, design, web, and vendors.


Marketing Manager - SEM, Social, Display

Huckleberry is looking for an experienced and innovative Chief Underwriting Officer. As a key member of the leadership team, the CUO will be responsible for underwriting results focusing on long term profitability and growth. This position will be responsible for working with our partner carrier in managing and ensuring compliance with the Underwriting Guidelines. As well, a key part of this role will be leading portfolio management – tracking growth, rate, retention and ultimately profitability.

Chief Underwriting Officer

We’re looking for aggressive, ambitious operators that want to kick start their career at a company that is changing the face of an old-school industry. The right candidate for this role will have a passion for startups, strong communication skills and a desire to prove themselves while exceeding revenue goals. This role is designed as the entry point into the company, and our goal is to give you the tools, training, and technical knowledge necessary to advance within our organization. In evaluating candidates, we'll pay close attention to intrinsic skills and growth potential.

Account Executive

We’re looking for a Data Engineer to join our growing team of insurance innovators in San Francisco, CA. As an early member of the Huckleberry team, you will have full ownership of finding the best solutions to design, architect and implement across our stack. Our technology stack is built on Python/Node/Hapi/Postgres/React sitting on AWS. We write a lot of tests, use automated deployment, Github for code reviews, and Sketch/Invision for mockup prototyping.

Data Engineer

We’re looking for a Product Manager to join our growing team of insurance innovators in San Francisco, CA.

Product Manager

In this role, you will be focused on making direct mail a cornerstone customer acquisition channel for Huckleberry and will manage an extensive budget for investing in ROI-positive programs. We are looking for an experienced marketer who can build a strategic, growth-oriented direct mail function from scratch.

Marketing Manager - Direct Mail

We’re looking for talented early career professionals with strong intrinsic skills and a desire to leverage those skills in the startup world.

Pre-MBA Associate


We’re looking for a reliable associate to support our operations team with day-to-day business operations. The right candidate for this role will have a passion for startups, strong computer literacy, and the ability to work under pressure. 

Operations Associate

We are looking for an enthusiastic and highly motivated problem solver to join our world-class customer experience team. You’ll be the first (and often only) point of contact for many Huckleberry users, and as such you’ll have primary responsibility for delivering our awesome customer experience.

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