Enterprise Account Executive, Full Cycle PLG

Foss United; San Francisco (CA); On-site; USD 120,000 - 250,000; Full time

Job summary

Plane seeks an Account Executive for Enterprise for Canada, leveraging product-led growth to drive large-scale deployments. You will own full-cycle enterprise deals, from initial inquiry to signed contracts, engaging with technical buyers and navigating complex procurement in regulated industries.

You will work directly with senior leadership to shape the sales playbook, convert organic interest into revenue, and provide strategic deal intelligence to the product team.

Qualifications

• Closed enterprise software deals in the $500K–$1M ACV range, owning the full cycle.
• Sold into engineering leadership, DevOps, IT with technical credibility.
• Built pipeline at an early-stage company where sales infrastructure didn’t exist.

Responsibilities

• Run end-to-end enterprise deals from discovery to signed contract.
• Convert product-led interest into enterprise revenue.
• Navigate procurement in regulated environments (security, legal, compliance).
• Maintain technical credibility with VPs of Engineering, DevOps, IT.
• Build and refine the sales playbook for future AEs.
• Provide deal intelligence feedback to the product team.

Skills

Enterprise sales

Technical buyers engagement

Pipeline management

Product-led growth

Long deal cycles

Written follow-ups

Job description

Plane seeks an Account Executive for Enterprise for Canada, leveraging product-led growth to drive large-scale deployments. You will own full-cycle enterprise deals, from initial inquiry to signed contracts, engaging with technical buyers and navigating complex procurement in regulated industries.

You will work directly with senior leadership to shape the sales playbook, convert organic interest into revenue, and provide strategic deal intelligence to the product team.