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Brand & Experiences at Withshepherd

Join Withshepherd.com, the $60M+ AI-native insurance platform backed by Spark Capital and Y Combinator, as their new Brand & Experiences lead. If you have 5+ years of experience in experiential marketing and a passion for making 'boring' industries feel like frontier tech, this is your chance to define the brand of the next generation of financial infrastructure. Based on-site in NYC or SF with a salary up to $200k plus equity.

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Shepherd

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Location

New York and San Francisco, United States

Compensation

$150k-$200k + Equity

Company

Shepherd

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Role overview

As the “vibe-making machine” at Withshepherd.com, you will own the end-to-end brand experience across events, social media, and executive presence. You will design unforgettable broker experiences and high-end activations that feel like exclusive parties rather than generic industry conferences. This is a high-impact role reporting to the Head of Marketing to define how the frontier of AI insurance is perceived.

AI-native commercial insurance

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.

What you will do

  • Lead the event strategy for industry conferences and proprietary hosted programs, transforming fragmented field marketing into high-quality, unforgettable experiences for key distribution partners.
  • Manage executive social narratives and company-wide content strategy, amplifying the brand’s unique POV across digital channels and ensuring an unmistakable visual and verbal identity.
  • Direct a multi-disciplinary stack of creative agencies and contractors to produce world-class video, web, and broker-facing collateral that outshines traditional competitors.

Who this is a fit for

  • 5+ years of experience in brand, experiential, or field marketing within high-growth B2B, fintech, or luxury hospitality environments where detail and atmosphere are paramount.
  • Exceptional creative taste and a proven ability to manage six-figure budgets and complex event logistics from strategy through to flawless execution.
  • An AI-native professional who is comfortable in tools like Figma and stays composed under the pressure of tight timelines and shifting priorities in a fast-paced environment.

Why this role is remarkable

  • You will own the full stack of brand expression, from high-stakes physical events and exclusive broker dinner series to executive social narratives for the company’s leadership team.
  • Withshepherd.com is a $60M+ funded Series B powerhouse backed by industry giants like Intact and top-tier VCs including Spark Capital, Costanoa Ventures, and Susa Ventures.
  • You will operate in an AI-native environment where you leverage modern tools to automate logistics and busywork, allowing you to focus entirely on creative judgment and high-level strategy.

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.
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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.

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What happens next?

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 your profile’s a match and Shepherd wants to meet, Jill will make the intro. In the meantime, Jack will send you excellent alternatives.

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