Mid Market Account Executive

Toast, Inc.

Confirmed live 2 days ago High trust
Remote

Quick summary

Work type
Remote
Location
Remote
Salary
$98,000–$157,000 / yr
Posted
9 days ago
Freshness
Confirmed live 2 days ago
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

Mid Market Account Executive, Toast Retail joins the Toast Retail team to drive growth within the grocery, liquor, and convenience store sectors. This role focuses on sourcing and closing multi-location retail deals by navigating complex buying committees, layered compliance requirements, and deep inventory demands. You will manage the full sales lifecycle, from lead development and financial structuring to contract negotiation and implementation handoff. To succeed, you must master value-based selling, conduct disciplined discovery regarding scan data and shrink, and collaborate with internal teams like Legal and Product to build a repeatable mid-market motion. Required skills include experience in SaaS or payment systems, proficiency with MEDDPICC methodology, and expertise in navigating complex RFPs. You will solve the challenge of transitioning an existing SMB platform into a scalable solution for large-scale retail operations.

What you'll do

  • Source and close multi-location retail deals for grocery, liquor, and convenience store operators.
  • Conduct discovery with complex buying committees to address inventory depth, scan data, and compliance 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 codify new mid-market playbooks based on successful deal outcomes.
  • Advocate for retail customer needs by providing specific feedback to the product roadmap.
  • 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 based on value rather than 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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