Founding Head of GTM / Growth

About UsShepherd 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 OpportunityWe’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 DoOwn and execute Shepherd’s go-to-market strategy, including positioning, messaging, and distribution across pre-seed, seed, and Series A startupsBuild and manage the customer acquisition engine across outbound, inbound, partnerships, and community channels — with AI-powered tooling at the coreDevelop scalable systems for lead generation, conversion, and customer onboardingBuild relationships with venture funds, accelerators, startup platforms, and founder communities — and convert those relationships into pipelineDesign and optimize growth experiments across marketing, sales, and product-led channelsImplement and manage CRM, marketing automation, and growth analytics infrastructureWork closely with the founding team to refine product positioning and pricing strategyHelp shape Shepherd’s brand narrative in the startup and venture ecosystemWhat We're Looking For (Required)7+ years of experience in B2B sales, growth, or go-to-market rolesStartup ecosystem relationships — warm, active connections with founders, VCs, and accelerator communities that translate to introductions and pipeline on day onePlayer-coach sales experience — proven ability to personally close deals while simultaneously building the team, playbooks, and systems that scale what you prove outProven ability to build and scale customer acquisition channels from zeroExperience working with or selling into startups, venture-backed companies, or SaaS businessesStrong understanding of modern growth strategies, including content, outbound, and partnershipsExperience with CRM and marketing tools such as HubSpot, Salesforce, or similarExcellent communication and storytelling skillsMust be based in San Francisco, CaPreferredExperience marketing legal tech, fintech, or B2B SaaS productsBackground in startup ecosystems, venture capital, or founder communities — VC platform roles, EIR, portfolio operator, or active angel investorExperience launching early-stage companies or new productsStrong data-driven approach to growth experimentation and optimizationFamiliarity with AI-driven products or platformsEssential QualitiesEntrepreneurial mindset — You enjoy building systems from zeroStrategic thinker — You can connect positioning, messaging, and distributionBuilder mentality — You’re comfortable executing while designing strategyNetwork-driven — You have genuine relationships inside the startup and VC ecosystem, not just a large LinkedIn followingMission-aligned — You’re excited to improve how legal services are delivered to startupsWhat We OfferCompetitive compensation: $125,000–150,000 base salaryMeaningful equity: Early-stage equity with significant upside potentialDirect impact: Define the growth strategy for a new category in legal techFounder collaboration: Work directly with the founding teamMission-driven work: Help modern startups access better legal servicesOur Core ValuesBe Bold & Take Intelligent RisksWe believe ambitious outcomes are possible. We explore unconventional ideas, test them rigorously, and act on the data- learning fast without distraction or comparison.Demand ExcellenceMediocrity has consequences. We set the highest standard in our execution, judgement, and how we show up everyday- because excellence compounds.Execute RelentlesslySpeed 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 ActionLegal 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 PersonWe 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.