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Job opportunity

Enterprise Account Executive AI

Siena AI

Toronto, Ontario 120.000 - 180.000
Enterprise account executive hunters can sell AI products through complex deals at Siena, working with ecommerce and consumer brands. This is a fully distributed role.
Siena seeks an experienced enterprise seller for customers exceeding $100M in annual GMV. You will create pipeline, close six-figure multi-stakeholder deals, and engage executive buyers. The work spans formal RFPs, business cases, and competitive sales cycles.
Key Responsibilities:

Build enterprise pipeline among ecommerce and consumer brands
Run sales cycles from first conversation through signature
Lead formal RFP processes with solutions engineering
Conduct executive conversations with CFOs and CX leaders
Find expansion opportunities within owned accounts
Requirements:

Experience selling to executive and C-suite stakeholders
Closed accounts exceeding $100M annual GMV
Recent quota attainment or overachievement you can explain
Hands-on formal RFP experience in six-figure deals
Experience selling AI products is a strong signal
Use enterprise sales, executive selling, RFP leadership, and AI expertise to grow Siena’s consumer brand business.

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