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Toast

Mid Market Account Executive, Toast Retail

Toast · Remote, United States

Posted 14 days ago

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

Is this posting real?

This role has been open
14 days
Toast's roles stay open a median of 42 days
Reposted
No
Salary listed
No
0% of Toast's roles list one
Ghost-job risk at Toast
low
0 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
2026-09-17

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 focus on sourcing and closing deals with multi-location retail accounts, particularly in grocery, liquor, and convenience sectors. Your role involves building a sales process from the ground up, engaging with complex buying committees, and navigating lengthy 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 strategy.

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
  • Cash compensation (overtime, bonus/commissions if eligible)
  • Equity
  • Flexible benefits to meet changing needs

Worth weighing

  • Role involves building a sales process from scratch, which may be challenging for some candidates
  • Travel expectations of 30% or more may not suit everyone
  • No specific mention of work-life balance or remote work policies beyond travel
  • Sales cycle described as lengthy and ambiguous, which can be demanding

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

Listed by Toast on their greenhouse job board, last confirmed open on 2026-09-17. PitchMeAI is not the employer.

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