GTM ENGINEER

Shepherd Insurance Agency; New York (NY); Hybrid; USD 145,000 - 190,000; Full time

Benefits offered by this job

Premium Healthcare

Unlimited PTO

Professional Development

Dog-friendly office

Job summary

Shepherd Insurance Agency is looking for a GTM Engineer to build growth strategies leveraging AI technology. This role focuses on executing growth marketing initiatives, enhancing broker interactions, and implementing effective marketing processes.

The ideal candidate will have 4+ years of experience blending growth marketing and technical execution in fast-paced environments. Competitive compensation of $145K - $190K, along with comprehensive benefits, is offered.

Qualifications

• 4+ years of experience in growth marketing or demand generation.
• Proficient in using AI tools for execution and analysis.
• Ability to own outcomes and drive results independently.

Responsibilities

• Own and run paid media and account-based marketing programs.
• Build and implement broker lifecycle journeys and automation.
• Improve conversion metrics across marketing funnels.

Skills

Growth marketing

Demand generation

Technical execution

Experimentation velocity

AI tools usage

Job description

What We Do

Shepherd is an AI-native commercial insurance platform transforming how high-hazard industries get covered. 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.

Our goal is to address the challenges of the infrastructure behind the AI boom, including data centers, semiconductor fabs, and renewable energy assets, which require rapid and accurate insurance coverage. Traditional carriers lack the speed and flexibility needed to support this fast-moving market.

• Complex commercial construction projects routinely wait weeks for a single quote.
• Legacy carriers rely on static applications and disconnected systems.
• Brokers chase carriers through calls, emails, and resubmissions.

We built Shepherd to solve this problem by performing underwriting workflows in seconds and integrating real‑time data from partners such as Procore, Autodesk, OpenSpace, and DroneDeploy to see risk as it actually exists rather than as it was reported on a static form.

We are pursuing the most ambitious technical vision in commercial insurance: fully autonomous underwriting. We are closing in on the first fully agentic submission in the industry — email in, price out, no human intervention until the last mile.

With Shepherd, safety, speed, and quality no longer trade off against one another — they compound. We are building faster decisions, smarter and more accurate pricing, and better risk outcomes for insureds who invest in safer practices.

We are not just modernizing insurance products. We are building the risk infrastructure for the next generation of financial services.

Our Investors

In March 2026, Shepherd raised a $42 M Series B, bringing total funding to over $60 M, led by Intact Private Capital, the investment arm of one of the largest insurers in the world. Intact is also a carrier partner, a testament to the confidence the incumbent industry has in what we are building.

• Intact Private Capital
• Spark Capital
• Costanoa Ventures
• Y Combinator
• Susa Ventures
• And several others

Our Team

We are a team of technologists and insurance enthusiasts, bridging the two worlds together. Check out our 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 connect 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, 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 creates a huge opportunity for us to apply 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.

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; 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 higher‑end production is required.

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 and are among the first to explore the latest LLM releases.
• 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 possibly can within what you’ve set out to do.
• You hold yourself to outcomes and own the system end‑to‑end so nothing gets in the way of hitting your goals.
• You like big, complex problems and expect challenges to increase in difficulty as we scale: data gaps, messy funnels, attribution edge cases, and more.
• Experienced running growth programs at scale and building the attribution needed to prove impact.
• Comfortable turning rough ideas into usable content (scripts, Loom videos, social clips, quick ad creative) and directing designers or video partners to final assets.
• Bonus: experience in insurtech, fintech, or vertical SaaS.
• Extra bonus: experience inside an AI‑native company and a clear view of what “AI‑native growth” looks like in practice.

Benefits

• Premium Healthcare: 100% contribution to top‑tier health, dental, and vision
• Fertility benefits and family building support
• Unlimited PTO: flexibility to take the time off, recharge, and perform
• Daily lunches, dinners, and snacks: we work together, and enjoy meals together too
• Offices in SF, NYC, Dallas‑Fort Worth, Chicago, and LA
• Professional Development: access to premium coaching, including leadership development
• Competitive 401(k) Plan
• Dog‑friendly office: plenty of dogs to play with and make friends with in the SF office

Compensation Range: $145K - $190K