Note: The job is a remote job and is open to candidates in USA. Connecticut Innovations is Connecticut’s strategic venture capital arm, focused on serving a diverse portfolio of companies. Naboo is seeking a Head of Enterprise Sales to lead the US market sales efforts, partnering with Founders and Forward Deployed Agents to drive sales and build a robust sales pipeline.
Responsibilities
- Own the full US enterprise sales cycle: prospecting, discovery, technical deep dive with a Forward Deployed Agent, security review, procurement, close
- Build and maintain a $5M+ qualified pipeline focused on R&D-led buyers (VP Engineering, Head of Platform, CTO, VP AI/Data)
- Partner with Forward Deployed Agents to run 2-4 week technical evaluations against real customer questions
- Represent Naboo at industry events (KubeCon, AWS re:Invent, RSA, AI Engineer Summit, MLOps World)
- Build the US sales playbook: ICP definition, discovery framework, technical-evaluation motion, security-review playbook, procurement kit
- Provide structured customer-conversation feedback into product roadmap and positioning
- Support the Founder-led sales overlap on strategic accounts
Skills
- 5+ years enterprise B2B software sales, at least 2 selling to R&D, platform engineering, or AI/ML buyers
- Track record of closing $250K+ ARR enterprise deals with technical champions and CFO/CISO gates
- Comfortable running technical evaluations (RBAC, on-prem / VPC deployment, security review) without needing an engineer in the room for every step
- Founder-led-sales collaboration DNA - you can walk into a call with the CEO and add value, not friction
- Written and verbal communication tight enough for a CTO's inbox
- Willing to travel 25-35% for customer workshops and events
- Prior sales experience at an AI infrastructure, developer tools, or data platform company (LangChain, Databricks, Snowflake, Anthropic, etc.)
- Existing relationships with VP Engineering / Head of Platform buyers at Fortune 2000 companies
- Experience selling into regulated industries (financial services, healthcare, defense)
- Comfortable explaining what a Model Context Protocol server does
Company Overview