Drimva

Sierra

Enterprise Sales Director - Majors, Retail

$315K–$325K

US - Remote +3 · Remote · Director · Full-time · Posted Jul 10, 2026

Location
US - Remote
San Francisco, CA
New York, NY
Atlanta, GA
Experience
8–10 years of enterprise customer-facing sales experience.

About the job

Leads end-to-end enterprise sales of Sierra’s AI agents to major retail customers, managing complex deals and senior customer relationships.

What you'll do

  • Own enterprise deal cycles from prospecting through close, including 6- and 7-figure deals.
  • Build C-suite relationships, map stakeholders, and proactively manage deal risk and strategy.
  • Use AI tools across sales research, outreach, call summaries, forecasting, and deal execution.

What they ask for

  • 8–10 years of enterprise customer-facing sales experience identifying and closing large accounts.
  • Experience managing a $1M+ quota and running complex 6- and 7-figure ACV deals end-to-end.
  • Demonstrated ability to build trusted C-suite relationships and multi-thread across customer organizations.
  • Exceptional verbal and written communication; analytical, data-driven decision-making.

Nice to have

  • Familiarity with the AI landscape, key players, and emerging trends.

Pay

$315K – $325K USD total pay (base salary or total pay not specified)

AI focus

Sell customer-facing AI agents to retailers and use AI tools throughout the sales cycle, including research, outreach, call summarization, pipeline forecasting, and deal execution.

Model-written summary · the original posting is authoritative

First seen Oct 10, 2026 · Last verified Nov 6, 2026 (UTC)