Enterprise Sales Director, Retail

Sierra is hiring a remote Enterprise Sales Director for its retail division in Canada. This full-time role requires six to eight years of experience in enterprise customer-facing sales, specifically managing quotas of one million dollars or more. The position involves identifying new business opportunities, negotiating complex contracts, and closing high-value deals with major retail clients. Candidates must demonstrate strong communication skills and an analytical mindset to drive revenue growth. The role emphasizes using AI-native tools to optimize account research, outreach, and pipeline forecasting while maintaining strong relationships with key stakeholders.

Key details

• Remote full-time position based in Canada
• Requires 6-8 years of enterprise sales experience
• Must have managed quotas of $1M or more
• Focuses on closing complex 6- and 7-figure deals
• Involves leveraging AI tools for the sales cycle