Design and Marketing Associate

About Corgi

At Corgi, we're building an AI-native insurance carrier. We underwrite and issue policies while selling direct to the customer, which lets us price risk better and move faster than anyone in the market. We've raised over $108M and we're launching a trucking insurance carrier from zero.

The $40B+ trucking insurance market is still being underwritten by people with paper files and 1990s rating engines. We're going to fix that, and we need a designer and writer who can get our product, our marketing site, and our customer-facing to the next level.

About the role

This is a hybrid creative role. Half product designer, half marketer, all owner. You'll ship the UI for the workflows our producers and customers actually use, you'll write the blog and the policy explainers, and you'll build the collateral our AEs hand to embedded partners when they walk into a pitch.

You'll be the design and marketing function for this line of business in its first year. That means you don't get to specialize. It also means you get to ship more in one quarter at Corgi than you would in two years anywhere else.

Team

You'll work directly with the two executives leading this division:

Brianna Lynch began her career at EY before leading FP&A and Corporate Development at HarbourVest Partners. She then joined Affiliated Managers Group, an $880 billion asset manager based in MA, where she worked across M&A and Investor Relations acquiring and advising private equity, hedge fund, and venture capital firms. After traveling through Europe and advising startups, she joined Corgi in 2025 as Head of Finance and leading M&A efforts with Drew.

Drew Bregman previously founded a behavioral assessment company that helps the NSA and U.S. military identify talent. Before that, he co-founded Corgi's M&A team, as well as the sales division at Corgi's subsidiary Beagle (40% MoM growth), and earlier built transportation management software as an engineer at a large freight brokerage. He cares a lot about design and will be in Figma reviewing work with you.

Your first 30 days

Audit every customer-facing and producer-facing surface we have, web pages, dashboards, emails, PDFs, and tell us what's good, what's broken, and what we should kill

Establish a clean visual system for the trucking line: typography, color, components, document templates, deck templates

Ship the first iteration of the partner pitch collateral the AE team will use to close embedded partnerships (deck, one-pager, integration brief)

Stand up the blog and publish the first 3 to 5 posts, with a content calendar through quarter end

Redesign one high-traffic flow in our producer portal end to end

Your first 60 days

Run the content engine. Weekly blog posts shipped, social cadence operating, partner-facing materials updated as we close new platforms

Lead the design of new product surfaces as we launch them, including the embedded quote experience our platform partners will integrate

Build the customer education library: policy explainers, COI walkthroughs, claims process material, all written in plain English and designed to actually be read

Own the brand expression across the entire trucking line, including how we sound in writing and how we look in product

What you'll do

Product design. Ship UI in Figma for our producer portal, embedded quote flows, and internal tools. Real shipped work, not mockups that sit in a board.

Marketing site and landing pages. Design and write the pages that convert: home, partners, product, pricing, blog, and the partner-specific landing pages we'll spin up as we close embedded deals.

Blog and SEO content. Own the editorial calendar. Write posts that rank for the queries our customers actually search, and that build credibility with the trucking industry. Edit and ship outside contributors as we scale the program.

Sales and partnership collateral. Build the decks, one-pagers, integration briefs, and case studies the AE team needs to close partnerships and direct fleet