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Toast

Mid Market Account Executive, Toast Retail

Toast · Remote, United States

Posted about 2 months ago

or apply directly on Toast's site. We never take the application ourselves.

Is this posting real?

This role has been open
52 days
Toast's roles stay open a median of 81 days
Reposted
No
Salary listed
No
0% of Toast's roles list one
Ghost-job risk at Toast
high
346 stale, 57 reposted of 346 open
Hiring momentum
625 roles opened in the last 90 days
↑ up vs. the prior 90 days
Last confirmed on the employer's board
2026-10-25

Measured from postings appearing on and disappearing from Toast's own greenhouse board since 2026-08-03. Full hiring picture for Toast.

About this role

As a Mid Market Account Executive for Toast Retail, you will be responsible for sourcing and closing deals with multi-location grocery, liquor, and convenience stores. Your role involves building a sales process from the ground up, conducting thorough discovery with buying committees, and managing complex sales cycles. You will also collaborate with various internal teams to ensure a seamless transition for clients and contribute to the development of a repeatable sales motion.

Our read on this posting3.0out of 5
benefits
2/5
freshness
4/5
career value
4/5
role clarity
5/5
pay transparency
0/5

Scored from the posting itself — how clearly the role is described, how much it says about pay and benefits, and how recently it was listed. Not a judgement of Toast as an employer.

What you need

  • 5+ years of successful technology or professional services sales experience, ideally within SaaS, payments, or retail or restaurant industry technology
  • A track record sourcing and closing complex, multi-stakeholder deals, ideally multi-location or upmarket
  • Proven skills in complex deal development, financial structuring, negotiation, and closing with both new and existing customers
  • Proficiency with MEDDPICC or a comparable qualification methodology
  • Exceptional customer engagement and active listening skills
  • Strong written and verbal communication skills

Nice to have

  • Experience selling into or operating within grocery, convenience, liquor, or specialty retail
  • Fluency in the operational realities of retail
  • Experience selling into franchised organizations
  • Experience working with cross-functional stakeholders to complete complex RFPs
  • Experience helping stand up a new segment, vertical, or motion inside an existing company

What you get

  • Competitive compensation and benefits programs
  • Total rewards package includes cash compensation, equity, and benefits
  • Uncapped commissions

Worth weighing

  • Role involves building a sales process from scratch, which may be challenging for some candidates
  • Expectations for travel of 30% or more may not suit everyone
  • Complex deal navigation may require significant effort and patience

Summarised from Toast's posting. Read the full original.

Listed by Toast on their greenhouse job board, last confirmed open on 2026-10-25. PitchMeAI is not the employer.

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