Founding Enterprise AE: Lead High-Impact AI Deals

Productnow; Palo Alto (CA); Hybrid; USD 150,000 - 210,000; Full time

Job summary

Sierra Ventures is seeking a hands-on, builder-seller who thrives in a founder-led motion. You will own deals end-to-end, from discovery to close, while learning and expanding our enterprise sales playbook.

This role emphasizes rapid learning, high tempo, and the ability to navigate security, legal, and procurement with founder support. You will build your own book, source and expand customers, and work across engineering and product to translate customer problems into concrete business value.

Qualifications

• 4+ to 12+ years of professional experience in B2B sales, including enterprise accounts.
• Experience selling AI, data, infrastructure, or developer-tools to engineering/data leaders is a plus.
• Strong outbound, events, and follow-through are essential.

Responsibilities

• Work with founders on high-profile enterprise accounts from discovery to close.
• Learn and scale the founder-led playbook, then lead and improve it.
• Build target account lists and buyer maps; run outbound and follow-up with AI-assisted research.

Skills

B2B sales

Enterprise selling

Outbound and events

Product fluency

Ownership and communication

Mindset

Education

Bachelor's degree or equivalent experience

Tools

Apollo

Lightfield

Devin

Lovable

Job description

Sierra Ventures is seeking a hands-on, builder-seller who thrives in a founder-led motion. You will own deals end-to-end, from discovery to close, while learning and expanding our enterprise sales playbook.

This role emphasizes rapid learning, high tempo, and the ability to navigate security, legal, and procurement with founder support. You will build your own book, source and expand customers, and work across engineering and product to translate customer problems into concrete business value.