Regional Retail Sales Leader - Remote

Toast; Oakland (CA); Remote; USD 211,000 - 338,000; Full time

Job summary

Toast is seeking a Sales District Manager for Toast Retail in Oakland, CA. Remote opportunity within the San Francisco Bay Area with up to 35% travel. Lead a Retail Territory Account Executive team, drive new business growth, and collaborate with product to tailor solutions for grocery stores, bottle shops, and convenience stores.

The role demands 5+ years in sales with leadership experience, a founder’s mindset for new verticals, and a proven track record of success in fast‑paced environments.

Qualifications

• 5+ years of sales experience in a sourcing and/or closing role.
• 3+ years of leadership experience.
• Proven track record of success.
• Entrepreneurial, self‑motivated, creative, and flexible with the ability to perform well under pressure.

Responsibilities

• Hire, develop, motivate, and manage a quota‑achieving sales team.
• Coach your team on a full cycle sales process. This includes coaching on how to conduct efficient discovery meetings, live demos, and craft a solution proposal that best meets the prospective customer’s needs.
• Spend time coaching and empowering your team through field visits that include walk‑ins, prospecting, trade shows, and local business partnerships to help exceed quotas.
• Partner and collaborate with peers and parallel teams across the business to ensure that expectations set during the sales process are met in delivery.
• Strategically utilize Salesforce (our CRM) and other technology to drive productivity, report on forecast deal pipelines, and analyze conversion rates.
• Accountable for the new business growth across your assigned district.

Skills

Sales leadership

Coaching

Forecasting

Strategic selling

Team management

Salesforce

Tools

Salesforce

Job description

Toast is seeking a Sales District Manager for Toast Retail in Oakland, CA. Remote opportunity within the San Francisco Bay Area with up to 35% travel. Lead a Retail Territory Account Executive team, drive new business growth, and collaborate with product to tailor solutions for grocery stores, bottle shops, and convenience stores.

The role demands 5+ years in sales with leadership experience, a founder’s mindset for new verticals, and a proven track record of success in fast‑paced environments.