Founding Head of Sales

Fastino Labs

Head of Sales leading GTM strategy and execution for Fastino's AI solutions. Responsible for full-cycle sales, customer success, and team building as the organization scales.

Posted 4/23/2026full-timeSan Francisco • California • 🇺🇸 United StatesLeadWebsite

Tech Stack

Tools & technologies

ApolloCloud

About the role

Key responsibilities & impact

Run the entire sales process end-to-end; from outbound prospecting, qualification, demos, proof-of-concepts, negotiation, and closing.
Work with the Fastino marketing lead and own pipeline creation using a modern GTM tool stack (e.g., Clay, Apollo, Gong, HubSpot, Zapier, Notion).
Work directly with customers to understand their workflows, pain points, and success metrics - and collaborate with Fastino’s engineering team to translate those insights into Fastino’s product roadmap.
Shepherd early customers through onboarding and activation, ensuring they get value fast.
Work with founders to manage sales channels (cloud providers, hyperscalers) and additional acquisition levers - outbound, partnerships, events, community, etc.
Set up first class GTM systems: CRM workflows, automation, dashboards, forecasting, and reporting.
As traction grows, build and lead a high-performance sales team.

Requirements

What you’ll need

7-8 years in B2B SaaS or AI go-to-market roles, including carrying a quota and closing meaningful deals.
Demonstrated success selling AI, ML, automation, or technical products to startups, scale-ups, mid-market or enterprise buyers.
Experience operating as a player-coach - willing to own IC responsibilities at first while laying the foundations for a future team.
Experience with PLG sales processes - Proven ability to build pipeline from scratch and create repeatable sales motions.
Strong understanding of LLMs, agentic systems, AI workflows, and the modern AI tooling ecosystem.
Ability to communicate technical concepts clearly to both engineering and business stakeholders.
Comfortable collaborating directly with founders, engineers, and researchers.

Benefits

Comp & perks

Hybrid or Remote work options

ATS Keywords

✓ Tailor your resume

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools

B2B SaaSAI salesML salesautomation salespipeline creationsales forecastingCRM workflowssales processGTM systemsPLG sales processes

Soft Skills

communicationcollaborationleadershipcustomer onboardingproblem-solvingnegotiationteam buildingadaptabilitytechnical understandingplayer-coach mentality