Drimva

Siena AI

Enterprise Account Executive

North America - East Coast +3 · Remote · Full-time · Posted Oct 15, 2026

Location
North America - East Coast
Toronto
New York
North America - West Coast
Experience
No minimum number of years stated; requires recent quota attainment or overachievement in the last 1–2 years.

About the job

Build and own enterprise sales pipeline, lead complex sales cycles and RFPs, and close deals with ecommerce and consumer brands.

What you'll do

  • Build pipeline and own sales into ecommerce and consumer brands doing $100M+ in annual GMV.
  • Run multi-stakeholder enterprise sales cycles, including executive conversations, business cases, and formal RFPs, through signature.
  • Identify and close expansion opportunities within owned accounts.

What they ask for

  • Experience selling to executive and C-suite stakeholders at ecommerce and consumer brands.
  • Track record of closing accounts doing $100M+ in annual GMV, with named brands and numbers.
  • Quota attainment or overachievement in the last 1–2 years that can be explained.
  • Hands-on experience running formal RFP processes in six-figure, multi-stakeholder deals.

Nice to have

  • Experience selling AI products or to teams adopting AI; sustained quota overachievement; sourcing a meaningful share of closed pipeline.
  • Experience selling usage-based pricing and growing accounts through land-and-expand.

Tools

ChatGPT, Claude, Perplexity Pro, Cursor, Lovable

AI focus

Sell Siena’s AI customer-experience product; the company also emphasizes AI fluency and provides AI tools for work.

Model-written summary · the original posting is authoritative

First seen Oct 29, 2026 · Last verified Nov 5, 2026 (UTC)