Founding GTM / Head of Growth

Shepherd•San Francisco, CA

1d•$125,000 - $150,000

About The Position

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. 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.

Requirements

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

Nice To Haves

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

Responsibilities

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
Create and manage content and thought leadership across LinkedIn, newsletters, and startup communities
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