GTM Engineer

About this role

WHAT WE DO

Yesterday's insurance wasn't built for today's risk. We see it in the data and we feel it in the field. Emerging technology can reinvent how risk is priced and managed, faster and smarter, anchored in proven expertise. First-movers will define the next era of commercial risk management, and Shepherd is building it.

Shepherd is a technology-driven Managing General Underwriter (MGU) transforming commercial Property & Casualty insurance for high-hazard industries. Our mission is to make risk frictionless for the builders and operators shaping the physical world, protecting progress from concept through construction and into decades of operation.

We're building the fastest, smartest commercial risk platform, where underwriting expertise, data, and automation work together to deliver:

- Faster decisions

- Smarter, more accurate pricing

- Better risk outcomes

With Shepherd, safety, speed, and quality no longer trade off against one another. They compound. We're not just modernizing insurance products. We're building the risk infrastructure for the next generation of financial services, where technology, underwriting, and partnerships operate in harmony to support the world's most important industries and the progress they make possible.

OUR INVESTORS

In March 2026, Shepherd raised a $42M Series B https://www.linkedin.com/posts/justindlevine29_today-were-announcing-our-42m-series-b-activity-7442200922291630080-z1gw?rcm=ACoAAAkOMEwBRnAAXmdnQcaOJeioCu6VCqR6Gzc&utm_medium=member_desktop&utm_source=share — bringing total funding to over $60M — led by Intact Private Capital, the investment arm of one of the largest insurers in the world. Intact is not only our lead investor but also a carrier partner, a testament to the confidence the incumbent industry has in what we're building. Our investors:

- Intact Private Capital https://www.intactfc.com/about-us/intact-ventures, led our Series B round

- Costanoa Ventures https://costanoa.vc/, led our Series A round

- Spark Capital https://www.sparkcapital.com/, led our Seed round

- Susa Ventures https://www.susaventures.com/, lead our Pre-Seed round

- Y Combinator https://www.ycombinator.com/

- And several others

OUR TEAM

We're a team of technologists and insurance enthusiasts, bridging the two worlds together. Check out our About https://www.shepherdinsurance.com/about page to learn more.

GTM ENGINEER

We’re hiring an AI-pilled growth marketer to build Shepherd’s growth engine for brokers: paid media, account-based marketing, broker lifecycle, and the agentic workflows and automation that connects it all the way through to submissions. Your title will be Marketing Engineer, Brokerage Growth and you’ll report to the Head of Marketing.

ABOUT THE ROLE

Commercial insurance, especially the retail brokerage channel (which is our distribution channel) is a digitally underdeveloped market. The standard B2B growth stack (SEO/SEM, ABM, email marketing, paid ads, funnels, retargeting, intent signals, AI-search visibility…) is not something our audiences are used to seeing, which makes it a huge opportunity for us to take advantage of. Our growth motion should look like an AI company’s growth motion: technical, measured, compounding, and far more productive than a traditional marketing team. In this role, you will prove that thesis by introducing a modern, high-growth engine to a market where standard B2B playbooks barely exist.

As our GTM Engineer, you will build and own that stack. You operate like a growth engineer at a frontier AI company, but apply it to commercial insurance: site experimentation, inbound conversion, paid and ABM programs, outbound infrastructure, marketing automation, attribution, GEO/SEO and AI-search entity infrastructure. You might also have some extra magic gifts for content, social, or building tools. You’re hands-on in our channels and shipping improvements every week.

What you’ll do

- Own paid media & ABM: Run paid programs end-to-end — audience strategy, channel mix, budgets, creative, testing, and performance with a heavy focus on ABM campaigns that turn broker activations into submissions.

- Build outbound and lifecycle infrastructure: Design and implement broker lifecycle journeys, signal-based triggers, intelligent sequences and plays, and all of the orchestration and wiring to get every broker the right touch at the right time and every Shepherd underwriter the intelligence and enablement they need to be in a position to win.

- Improve conversion across the funnel: Build and iterate on landing pages, forms, and website flows to convert traffic from paid, ABM, and organic channels; you’ll own experimentation and CRO.

- Stand up GEO / AI search: Implement structured data, schema markup, and entity infrastructure so Shepherd shows up where brokers and insureds search, including AI-native surfaces.

- Implement marketing automation & attribution: Select and wire the stack (MAP, enrichment, tracking), then build dashboards that clearly show what’s working, especially for paid and ABM programs.

- Produce performance creative: Turn ideas into performance assets — self-recorded explainers, lightweight product demos, landing pages, and ad creative — and pull in specialists when we need higher-end production.

Increase experimentation velocity: Continuously test audiences, offers, creative, landing pages, and channels, and translate results into clear next steps for the business.

WHO YOU ARE

- 4+ years blending growth marketing, demand generation, and technical execution at a fast-moving B2B or consumer technology company.

- Extremely AI-pilled — you live in Cursor, Claude Code, or Codex. You are the first amongst your friends and coworkers to have a take on the latest LLM release.

- High agency and hands-on technically: you don’t wait for engineering support to ship a new tool or run a data analysis. You bias toward action, ship weekly, and do as well as you…