Director of Marketing

Build the insurance behind the physical world.

The world is building data centers, energy projects, hospitals, schools, and critical infrastructure. Every one of those projects needs insurance to move forward. Yet the process of getting that insurance still depends on scattered documents, manual work, and weeks of back-and-forth.

Shepherd is rebuilding commercial insurance with software, data, AI, and deep underwriting expertise. We started in construction and energy, where understanding the specifics of a project matters and better decisions have consequences far beyond a screen.

We develop insurance products, decide which risks to insure and how to price them, and partner with established insurers to back the coverage. We own the platform our team uses to turn complex submissions into coverage for the builders and operators shaping the world around us.

Real problems. Real ownership.

Our engineers, designers, underwriters, and actuaries build together. The problems span turning messy documents into reliable data, making pricing more precise, and designing AI agents that can take on increasingly complex underwriting work.

The ambition is a platform where experts spend more time on judgment and relationships, supported by software that handles the work around them. Join us to build systems whose decisions help real projects get built.

630+ customers / $500B+ insured project value

Capital to build. Partners to grow with.

$67M total funding / $42M Series B in March 2026

Shepherd is backed by Intact Private Capital, Costanoa Ventures, Spark Capital, Susa Ventures, and Y Combinator. In March 2026, we announced a $42M Series B led by Intact Private Capital, bringing our total funding to $67M.

Intact is also a capacity partner. Alongside its investment, Intact works with Shepherd to bring insurance products to market. That relationship connects our platform and underwriting expertise with the resources of a global insurer.

A bigger opportunity ahead

We are investing in new insurance products, our underwriting team, and the path toward autonomous underwriting. For the people joining Shepherd, that means the chance to shape both the technology and the business it makes possible.

Our backing brings together investors who build technology companies and partners who understand insurance. We are building a company that earns the confidence of both.

As Director of Marketing, you will own how Shepherd reaches and engages commercial insurance brokers, both online and in person. Brokers are our distribution channel, and marketing in commercial insurance has historically been limited. We think there's an opportunity to do things differently.

You’ll build our brand, develop content that brokers actually want to engage with, and run events that bring the right people together. You’ll work closely with underwriting, business development, and leadership to make sure our marketing programs are reaching the right brokers and ultimately driving more submissions.

This is a hands‑on role. You’ll set the strategy, run programs yourself, experiment with new ideas, and build the team as we grow.

• Build our events program, from smaller broker dinners and round tables to roadshows and activations at major industry conferences.

• Work with underwriting and business development to identify the right brokers, offices, and markets to target.

• Create repeatable event playbooks that our teams can run across different regions, with clear follow‑up and measurement.

• Come up with new ways to bring brokers together and give them a reason to spend time with Shepherd.

• Own our content strategy across Linked In, email,…