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Mid-Market Sales Manager, Retail

🌐 Remote💼 Full-time🗓 2026-08-26 → 2026-09-26

Core

Building the commercial motion and sales playbook for Toast's upmarket retail segment (grocery, liquor, convenience) to win complex multi-location accounts.

Role type

Mid-Market Sales Manager (Player-Coach)

Builds

A repeatable Mid-Market Retail sales motion and team for Toast Retail

Domain

Food & Beverage Technology / Retail POS

Deliverable

production ML models | product features | dashboards & analysis | client delivery | infrastructure | physical/clinical work

Required skills

Mid-market sales execution, sales leadership, complex deal development, financial structuring, negotiation, MEDDPICC methodology, cross-functional influence, pipeline management, forecasting, competitive analysis, GTM strategy

Preferred skills

Experience launching new segments/verticals, grocery/convenience/liquor retail domain expertise, operational retail knowledge (inventory, SKU, compliance), fast-paced tech environment experience

Technologies

GTM tech stack, AI tools

Responsibilities

Carry individual quota while building team, hire and develop sales team, codify sales process and frameworks, own end-to-end deals, partner with Product/Marketing/Finance, forecast pipeline, manage competitive RFPs

Seniority

Manager, hands-on IC with leadership responsibilities

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