Drimva

Toast

Territory Account Executive, Retail - Middlebury, VT

$115K–$185K

Middlebury, VT +1 · Full-time · Posted Feb 26, 2026

Location
Middlebury, VT
Huntsville, Alabama, United States

About the job

Prospects and signs new retail accounts in an assigned territory, selling Toast Retail through consultative discovery, demos, and full-cycle sales.

What you'll do

  • Find prospective convenience stores, grocery stores, and bottle shops; manage the sales cycle from initial call through close.
  • Build relationships, conduct demos, and tailor solutions to prospects’ needs.
  • Coordinate with internal teams on delivery and use Salesforce to manage sales activities.

What they ask for

  • Strong communication, organizational, and presentation skills, including the ability to sell and negotiate at all decision-making levels.
  • Proven track record of meeting and exceeding goals.
  • Lives in or near the market and is willing to travel 25% or more.
  • Entrepreneurial, self-motivated, adaptable, and able to work in a fast-paced team environment.

Nice to have

  • Retail operations experience

Pay

$115,000 — $185,000 USD (total targeted cash; includes base salary, commission, and bonus if eligible)

Tools

Salesforce

AI focus

Toast encourages employees to use AI tools in their work; during hiring, AI supports recruiters and interviewers with note-taking, summarization, and interview documentation. Candidates should interview and complete assessments without real-time AI tools unless told otherwise.

Model-written summary · the original posting is authoritative

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