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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 be responsible for sourcing and closing multi-location retail deals, particularly with grocery, liquor, and convenience operators. This 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 successful deal execution 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, with a focus on selling on value rather than deep discounting
  • Proficiency with MEDDPICC or a comparable qualification methodology, plus disciplined pipeline management and forecasting
  • Exceptional customer engagement and active listening
  • Strong written and verbal communication, including the ability to hold the room with executive stakeholders

Nice to have

  • Experience selling into or operating within grocery, convenience, liquor, or specialty retail
  • Fluency in the operational realities of retail: inventory depth and SKU management, scan data, shrink, category management, age verification and compliance, fuel and foodservice
  • Experience selling into franchised organizations, navigating both franchisor and franchisee requirements, buying processes, and stakeholder management
  • Experience working with cross-functional stakeholders to complete complex RFPs, bonus if you’ve helped write a RFP for a prospect just starting their evaluation process
  • Experience helping stand up a new segment, vertical, or motion inside an existing company, especially taking an SMB product upmarket

What you get

  • Competitive compensation and benefits programs
  • Total rewards package includes cash compensation (overtime, bonus/commissions if eligible), equity, and benefits
  • Uncapped commissions

Worth weighing

  • Role involves building a sales process from scratch, which may be challenging for those preferring established frameworks
  • Travel expectations of 30% or more may not suit everyone
  • Complex deal navigation may require significant time and effort due to lengthy sales cycles and ambiguity

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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