Brand and Experiences

What we do

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

Our investors

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.

Brand & Experiences

We’re hiring a resident vibe-making machine to own how Shepherd shows up in the world from conferences and broker dinners to social, executive brand, and the content and comms that tie it together. Your title will be Brand & Experiences and report to the Head of Marketing.

About the role

This role owns Shepherd’s presence across events, brand, content, and social. You design the unique experiences brokers remember, the activations that feel more like great parties than industry conferences, the dinner series brokerage leaders are jealous they didn’t get invited to, and the social and content layer that amplifies Shepherd’s unique point of view in the world of commercial insurance, AI infrastructure, construction, and renewable energy.

Shepherd’s positioning and story are in place; the visual, experiential, and social expression of that story is still catching up. Our brand should feel like a frontier AI company punching above its weight. Our events should feel like parties with a guest list that people are dying to get on. You should be able to tell in 2 seconds from looking at our web, decks, and social properties that they’re from Shepherd (unmistakeable and entirely different from the rest of insurance). This role closes that gap and helps us win the rooms that matter with brokers, insureds, and partners.

Most companies would split this work across brand, events, and social. At Shepherd, you’ll own all three: events that stand out from the crowd, but at the same time connect clearly to our brand system that shows up consistently across every surface, and content and executive social that reinforce the same story while looking like no one else in insurance.

What you’ll do

• Lead event strategy and execution: Own conference and field marketing strategy across industry events, vertical events, brokerage events, and Shepherd-hosted programs. This world is fragmented and disorganized. You will bring clarity to this chaos. Design and execute broker-facing dinners, roundtables, office activations, and one-of-one experiences for key distribution partners.

• Run proprietary Shepherd experiences: Develop and execute Shepherd-specific events and activations that reflect our brand and stand out from traditional carrier programs.

• Own social and executive brand: Manage executive social narratives for our leadership team (especially Justin and Mo) — narrative arcs, posting calendars, prompts, and support on writing, clipping, and publishing. Oversee social and content output across company channels.

• Manage content and creative partners: Lead the contractor and agency stack that produces social, video, blog, and broker-facing nurture content. Drive lightweight production yourself (outlines, scripts, looms, social copy, basic video clipping) to keep momentum between larger shoots.

• Steward the brand system: Apply and evolve Shepherd’s visual and verbal identity across web, decks, broker collateral, event presence, swag, and careers pages. Partner closely with our Marketing Engineer on web experiences.

• Coordinate press and comms: Manage relationships with any PR or comms partners, prioritize opportunities, coordinate spokespeople, and ensure earned coverage reinforces the narrative we’re building.

• Own budgets and vendors: Manage six-figure budget for events and production, negotiate with vendors, and ensure flawless execution on logistics and experience.

Who you are

• 5+ years across some combination of brand, events, field marketing, or experiential marketing in high-growth B2B, consumer, fintech, hospitality, or agency environments.

• You are all‑in on experiences. Proven ownership of large-scale events and experiences or organizing, from strategy and budget through execution and follow-up. You don’t dabble in events or brand; you obsess over the room and every detail. You’re the person people ask about what’s happening when the weekend rolls around. You’d rather do fewer things and do them whole-ass than run a calendar of forgettable programs.

• You have great business sense for the return on your programs + intuition around unquantifiable outcomes: you track who showed up, what changed, what got done afterward, how much GWP we bound as a result, but you’re also making sure to create nights people talk about a year later.

• You lean into bigger, harder problems. As the program grows, you expect more difficulty: multi‑city roadshows, co‑branded anchor events, athlete activations, overlapping audiences… and that’s where you want to be. You’re energized by the complexity of pulling it all together.

• Strong creative taste and sense of brand: you can instantly judge whether work is on-trend, on-brand, high quality, and explain why.

• Comfortable directing designers, photographers, videographers, and content agencies to produce consistent, high-quality output.

• Experience shaping and amplifying executive voices across social and earned channels, either directly or in close partnership with comms/PR.

• AI-native: you use AI tools to accelerate prep, logistics, copy, and content production so you can focus on relationships, decisions, and creative direction. You’re comfortable walking through the fire. Tight timelines, shifting priorities, demanding rooms — you stay composed, keep your standards, and still deliver something you’re proud of. You use AI and modern tools to compress the busywork so you can focus on judgment.

• Comfortable in tools like Figma and modern media/creative tooling; able to do light hands-on work when needed.

• Bonus: maybe you’re a content creator who knows how to bring something special to an industry that doesn’t have the nerve to do things differently. Maybe you’ve run a meme account before or led some truly innovative and different events program in what might be considered a boring industry.

• Extra Bonus: experience in insurance, financial services, or construction-adjacent industries

How we work

Shepherd runs on four values. Here's what each one means in this seat.

• Think big, build big. We exist to protect progress and the industries that rely on it. The work here is aimed at a system that runs on its own, and the roadmap gets sequenced backward from that rather than forward from what's easy.

• Win together. We rise as one. We support each other, raise the bar, and celebrate collective success. Come set a standard the rest of the team inherits.

• Cross the aisle. Collaboration wins. We listen deeply, work across boundaries, and prioritize shared success over individual lanes. The best product calls here come from engineers who've sat with underwriters and underwriters who understand where the model breaks, and much of this job is listening closely enough on both sides to make that happen.

• Go get it. We act with urgency, move with confidence, take smart risks, and push forward with intention. Nobody hands you the roadmap, the data, or the meeting invite. You pull the failing runs, book the time with the underwriters, and decide what matters.

Benefits 

🏥 Premium Healthcare
100% contribution to health, dental, and vision

🥕 Fertility benefits and family building support

🏖️ Flexible PTO
Flexibility to take the time off, recharge, and perform

🥗 Daily lunches, dinners, and snacks
We work together, and enjoy meals together too

🖥️ SF, NYC, Dallas-Fort Worth, Chicago and LA Offices

📚 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