Sales Development Rep

Shepherd • San Francisco, CA

3d

About The Position

We're seeking our first Sales Development Representative (SDR) to join our founding team. This isn’t just a job- it’s a chance to help build the front door of Shepherd and define how we engage with startups from their very first interaction. You’ll work directly with the founding team to generate pipeline, test messaging, and build outbound and inbound systems that drive customer acquisition. You’ll be on the front lines of the business — speaking with founders, identifying pain points, and creating opportunities for Shepherd to deliver value. As an early member of the team, you’ll have meaningful ownership over pipeline generation and play a critical role in shaping our go-to-market engine. This is a rare opportunity to help define how a new category — AI-native legal services- reaches and converts customers.

Requirements

• 1–3+ years of experience in SDR/BDR, sales, or customer-facing roles (or strong demonstrated interest in sales)
• Excellent written and verbal communication skills
• High level of organization and attention to detail
• Strong work ethic and willingness to do high-volume, high-quality outreach
• Comfort using sales tools (e.g., HubSpot, LinkedIn Sales Navigator, Apollo, etc.)
• Ability to learn quickly and adapt messaging based on feedback

Nice To Haves

• Experience selling or prospecting into startups
• Familiarity with SaaS, legal tech, fintech, or B2B services
• Experience with outbound sequencing and experimentation
• Interest in AI, startups, and early-stage company building

Responsibilities

• Generate qualified pipeline through outbound (email, LinkedIn, cold calling) and inbound lead follow-up
• Research and identify high-potential startup prospects (pre-seed through Series B)
• Craft personalized outreach that clearly communicates Shepherd’s value proposition
• Qualify leads through discovery conversations and schedule meetings for Account Executives / founders
• Maintain and manage CRM (HubSpot or similar), ensuring accurate tracking of outreach and pipeline
• Test and iterate on messaging, sequences, and targeting to improve conversion rates
• Collaborate with marketing and growth on campaigns, content, and lead generation strategies
• Build relationships with founders and operators early in their journey
• Provide feedback from the market to help refine positioning, product, and GTM strategy
• Help build scalable outbound systems and playbooks from scratch

Benefits

• Competitive compensation: $60,000 – $80,000 base salary + commission (OTE $90,000 – $120,000+)
• Meaningful equity: Early-stage ownership with significant upside
• Direct impact: Build and shape Shepherd’s outbound and inbound engine from day one
• Career growth: Clear path to Account Executive or broader GTM roles as the company scales
• Hands-on learning: Work directly with founders and gain exposure to full-cycle sales
• Mission-driven work: Help democratize access to high-quality legal services for startups

What This Job Offers

• Job Type: Full-time
• Career Level: Entry Level
• Education Level: No Education Listed