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Brand & Experiences at Withshepherd

We are seeking a resident vibe-making machine to define how a $60M+ AI-native insurance startup shows up in the world. This role isn't about running generic corporate calendars; it's about designing unforgettable experiences, from broker dinners that feel like exclusive parties to social narratives that punch far above their weight. Backed by Spark Capital and Y Combinator, we are modernizing risk for high-hazard industries like data centers and renewable energy. If you have 5+ years of experiential marketing expertise and a hunger to own the full stack of brand and events for a frontier tech company, join us in San Francisco or New York.

About this role

Role overview

Own the visual and experiential identity of a frontier AI startup transforming commercial insurance for global infrastructure. You will design unforgettable broker events, manage executive social narratives, and steward a brand system that stands out in a legacy industry. This role bridges high-end events, elite content creation, and strategic brand management.

About the company

$60M+ funded AI-native insurance platform for high-hazard infrastructure, backed by Spark Capital and Intact.

What you'll do

What you will do

  • Lead event strategy and execution for high-stakes industry conferences, intimate broker dinners, and proprietary brand activations that feel like exclusive parties.
  • Own the social and executive brand narratives for leadership, managing content calendars and output across company and personal channels.
  • Direct a stack of creative contractors and agencies to produce premium video, web, and social content that reinforces a unique visual identity.

Who you are

Who this is a fit for

  • 5+ years of experience in brand, experiential marketing, or high-growth B2B/fintech environments with a proven track record of owning large-scale events.
  • Obsessive attention to detail with strong creative taste, capable of judging and directing high-quality visual work in tools like Figma.
  • AI-native professional who leverages modern tools to compress workflows and focus on high-level strategy, relationship building, and creative direction.

Why this role

Why this role is remarkable

  • True creative autonomy to build a "vibe-making machine" for a company that prioritizes quality and brand distinction over generic industry standards.
  • Highly capitalized with a $42M Series B led by Intact Private Capital and backed by Tier 1 investors like Spark Capital and Y Combinator.
  • The chance to redefine a multi-billion dollar category (insurance for AI infrastructure) with a brand that feels like a frontier tech company rather than a legacy carrier.

Jack & Jill

How Jack & Jill work together

Jack
I get to know what you’re great at, then find roles you’d never find yourself.
Jill
I recruit from Jack’s network and make the intro when I spot a great match.

Meet Jack

Thumbnail for Meet Jack

Jack gets to know what you're great at and what you want next, then searches 15 million jobs daily and helps you discover roles at companies like this.

How does this work?

Jack’s an AI agent for job searching and career coaching. He works for you.

Jill is the AI recruiter working for the company. She recruits from Jack’s network.

If it’s a match and the company wants to meet you, they’ll make the intro. In the meantime, if you’d like, Jack will send you excellent alternatives.

Learn about Jack

Ready to find your next role?

Talk to Jack for 10 minutes and see your first matches.