Mid Market Account Executive

Toast, Inc.

Confirmed live yesterday High trust
Remote

Quick summary

Work type
Remote
Location
Remote
Salary
$98,000–$157,000 / yr
Posted
9 days ago
Freshness
Confirmed live yesterday
Closes
Dec 8, 2026

Market check

Salary context

Below market

How this pay compares to similar roles

Similar $178k
This role $128k
$82k most similar roles pay here $249k

This role pays less than 72% of similar roles. Most pay $121,900–$233,125 — the shaded band above. At the midpoint, this role pays about $128k versus about $178k for comparable roles.

Based on 240 similar postings.

Employer

About Toast, Inc.

Toast is a cloud-based restaurant management platform providing point-of-sale, payment processing, and operations software for the food service industry.

Toast, Inc. currently has 29 open roles on FindRole.

Listed pay typically runs $190,000–$304,000 across 29 roles with salary data.

Most-posted roles

View all roles at Toast, Inc.

At a glance

TL;DR · Mid Market Account Executive

As a Mid Market Account Executive, Toast Retail, you will join the Toast Retail team to source and close multi-location deals for grocery, liquor, and convenience stores. You will manage the full sales lifecycle, from prospecting and lead development to contract negotiation and closing complex accounts with large buying committees. This role requires navigating intricate requirements like inventory depth, SKU management, and compliance while building a repeatable mid-market motion. You will utilize Salesforce and the GTM tech stack to manage your pipeline and provide feedback to product teams. Success requires expertise in value-based selling, financial structuring, and the MEDDPICC methodology. The role addresses the challenge of transitioning an existing platform into complex retail environments by solving problems related to scan data, shrink, and multi-site operations for large-scale food and beverage retailers.

What you'll do

  • Source and close multi-location retail deals for grocery, liquor, and convenience operators.
  • Conduct discovery with complex buying committees to address inventory, compliance, and operational requirements.
  • Deliver value-based demonstrations that focus on platform outcomes rather than just pricing.
  • Manage the full sales lifecycle including lead development, financial structuring, and contract negotiation.
  • Navigate multi-threaded sales cycles involving operations, finance, IT, and merchandising stakeholders.
  • Collaborate with internal teams to build and codify a repeatable mid-market retail sales playbook.
  • Advocate for the product roadmap by providing specific feedback based on retailer needs.
  • Optimize for long-term realized revenue while managing trade-offs in pricing and contract terms.

What we're looking for

  • Must have 5+ years of successful technology or professional services sales experience, ideally in SaaS, payments, or retail/restaurant tech.
  • Proven track record of sourcing and closing complex, multi-stakeholder, and multi-location deals.
  • Proficiency with MEDDPICC or a comparable qualification methodology for pipeline management and forecasting.
  • Ability to perform complex deal development, financial structuring, and negotiation focused on value over discounting.
  • Comfort educating customers on the fundamentals of US credit card processing, including surcharging and nuances.
  • Strong written and verbal communication skills to engage with executive stakeholders.
  • Ability to travel 30% or more for store walks and on-site visits.

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