Remote Retail District Sales Leader

WinsAbove; San Jose (CA); Remote; USD 120,000 - 180,000; Full time

Job summary

Toast is hiring a District Manager to grow its Toast Retail platform across grocery, bottle shops, and convenience stores. You will hire, coach, and lead a Retail Territory Account Executive team while collaborating with product to tailor solutions for retailers in the Bay Area.

The role reports to a Director of Retail Sales and requires strong leadership, a founder’s mindset, and a track record of success in fast-paced roles. Remote work from the SF Bay Area with travel is expected.

Qualifications

• 5+ years of sales experience in a sourcing and/or closing role.
• 3+ years of leadership experience.
• Proven track record of success.
• Passionate with the ability to inspire and motivate those around them.
• 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, including discovery meetings, live demos, and crafting proposals.
• Oversee field visits, walk-ins, prospecting, trade shows, and local partnerships to exceed quotas.
• Partner with peers and parallel teams to ensure delivery aligns with sales commitments.
• Utilize Salesforce and other tools to drive productivity, forecast pipelines, and analyze conversion rates.
• Be accountable for new business growth across your district.

Skills

Sales leadership

Quota attainment

Sales coaching

Field visits

Team mentoring

Tools

Salesforce

Job description

Toast is hiring a District Manager to grow its Toast Retail platform across grocery, bottle shops, and convenience stores. You will hire, coach, and lead a Retail Territory Account Executive team while collaborating with product to tailor solutions for retailers in the Bay Area.

The role reports to a Director of Retail Sales and requires strong leadership, a founder’s mindset, and a track record of success in fast-paced roles. Remote work from the SF Bay Area with travel is expected.