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Shepherd AI

Founding Head of GTM / Growth

san francisco, CA

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Job description

About Us

Shepherd is building the first law firm natively embedded in a startup’s business- combining AI agents, contextual intelligence, and dedicated attorneys into a single integrated layer across your company. Agents handle the routine, the repetitive, the data-heavy- everything that scales. Your dedicated attorney handles the strategy, the trust, and the accountability- everything that doesn’t. Over time, Shepherd’s contextual AI learns each client’s business, risk appetite, and deal preferences- enabling proactive legal solutions at fixed, predictable costs and aligning pricing to outcomes, not billable hours.

The Opportunity

We’re seeking a Founding Head of GTM/Growth to build and lead Shepherd’s go-to-market engine from the ground up.

This role will define how Shepherd reaches and serves startups — developing the strategy, systems, and channels that drive customer acquisition and brand awareness. You’ll work directly with the founding team to design and execute our growth strategy across partnerships, content, community, and outbound.

This is a rare opportunity to help build the go-to-market foundation for a new category: AI-native legal services for startups.

What You’ll Do

Own and execute Shepherd’s go-to-market strategy, including positioning, messaging, and distribution across pre-seed, seed, and Series A startups

Build and manage the customer acquisition engine across outbound, inbound, partnerships, and community channels — with AI-powered tooling at the core

Develop scalable systems for lead generation, conversion, and customer onboarding

Build relationships with venture funds, accelerators, startup platforms, and founder communities — and convert those relationships into pipeline

Design and optimize growth experiments across marketing, sales, and product-led channels

Implement and manage CRM, marketing automation, and growth analytics infrastructure

Work closely with the founding team to refine product positioning and pricing strategy

Help shape Shepherd’s brand narrative in the startup and venture ecosystem

What We’re Looking For (Required)

7 years of experience in B2B sales, growth, or go-to-market roles

Startup ecosystem relationships — warm, active connections with founders, VCs, and accelerator communities that translate to introductions and pipeline on day one

Player-coach sales experience — proven ability to personally close deals while simultaneously building the team, playbooks, and systems that scale what you prove out

Proven ability to build and scale customer acquisition channels from zero

Experience working with or selling into startups, venture-backed companies, or SaaS businesses

Strong understanding of modern growth strategies, including content, outbound, and partnerships

Experience with CRM and marketing tools such as HubSpot, Salesforce, or similar

Excellent communication and storytelling skills

Must be based in San Francisco, Ca

Preferred

Experience marketing legal tech, fintech, or B2B SaaS products

Background in startup ecosystems, venture capital, or founder communities — VC platform roles, EIR, portfolio operator, or active angel investor

Experience launching early-stage companies or new products

Strong data-driven approach to growth experimentation and optimization

Familiarity with AI-driven products or platforms

Essential Qualities

Entrepreneurial mindset — You enjoy building systems from zero

Strategic thinker — You can connect positioning, messaging, and distribution

Builder mentality — You’re comfortable executing while designing strategy

Network-driven — You have genuine relationships inside the startup and VC ecosystem, not just a large LinkedIn following

Mission-aligned — You’re excited to improve how legal services are delivered to startups

What We Offer

Competitive compensation: $125,000–150,000 base salary

Meaningful equity: Early-stage equity with significant upside potential

Direct impact: Define the growth strategy for a new category in legal tech

Founder collaboration: Work directly with the founding team

Mission-driven work: Help modern startups access better legal services

++Our Core Values++

Be Bold & Take Intelligent Risks

We believe ambitious outcomes are possible. We explore unconventional ideas, test them rigorously, and act on the data‑learning fast without distraction or comparison.

Demand Excellence

Mediocrity has consequences. We set the highest standard in our execution, judgement, and how we show up everyday- because excellence compounds.

Execute Relentlessly

Speed and urgency are habits that when modeled consistently and scaled through automation, become contagious across the team, the product, and our customers.

Earn Trust Through Action

Legal work runs on trust, not features. We earn trust by being responsive, transparent, and accountable to our customers- particularly when it’s uncomfortable.

Be a Good Person

We pair high standards with empathy and ambition with humanity. Respect and integrity are NOT separate from winning- they are how we win.

We are an equal opportunity employer and are committed to building a diverse and inclusive workplace. We do not discriminate on the basis of race, color, religion, gender, gender identity or expression, sexual orientation, national origin, age, disability, veteran status, or any other legally protected characteristic.

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Worksite address

san francisco, CA, 94199, US

Who can apply

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