Enterprise Sales Director, Retail

Role Overview

As an Enterprise Sales Director, Retail, you will lead negotiations with existing and prospective customers, addressing objections and closing deals. You will develop and execute sales strategies to meet or exceed sales targets, and collaborate with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product. You will leverage AI tools across the full sales cycle to automate low-value tasks and reinvest that time into high-value customer relationships.

What You Will Do

Prospecting & lead generation, managing relationships, negotiating & closing complex deal cycles, sales strategy & planning, collaborating cross-functionally, and operating as an AI-native seller.

Why It Might Be a Fit

You will bring 6-8 years of experience in an enterprise customer-facing sales role, identifying and closing large accounts, and a strong communication skillset, analytical mindset, and ability to analyze market trends, identify opportunities, and make data-driven decisions.

Requirements

• 6-8 years of experience in an enterprise customer-facing sales role
• Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals
• Strong communication skills
• Analytical mindset
• Prospecting & lead generation skills
• Industry knowledge (AI landscape, key players, emerging trends)

Benefits

• Flexible (unlimited) paid time off
• Medical, dental, and vision benefits
• Life insurance and disability benefits
• Retirement plan
• Parental leave
• Fertility and family building benefits
• Discretionary benefit stipend
• Free alphorn lessons