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Mid-Market Sales Manager, Retail

Toast

Remote · United States$7,250–28,167 gross/mofull-timeToast Careers

upmarket.This role is the person who helps build the commercial motion as we shift towards increasingly complex upmarket accounts. As Manager of Mid-Market Sales for Toast Retail, you will lead a small team of Mid-Market Account Executives pursuing multi-location retail with a focus on grocery, liquor, and convenience operators.

Responsibilities

  • Build and codify the Mid-Market Retail sales process: discovery frameworks, demo flows, business case models, mutual action plans, and executive proposals tailored to grocery, liquor, and convenience buyers
  • Own live Mid-Market deals end to end yourself, then convert what you learn into discovery frameworks, demo flows, business cases, and proposals the team can run
  • Own all stages of the sales lifecycle with your team: pipeline generation, executive meetings, value proposition development, deal structuring, negotiation, and close
  • Partner across Product, Marketing, Enablement, Deal Desk, Finance, and Onboarding to close the gaps that stand between us and a repeatable Mid-Market motion, and escalate the ones you cannot close yourself

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    Work format
    Remote
    Seniority
    Lead
    Posted
    26 Aug 2026
    Last verified
    In the last 5 days

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