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

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 multi-stakeholder environments. You will solve the challenge of transitioning an existing platform into complex retail accounts by creating new playbooks and feedback loops.

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 sales playbook.
  • Translate customer feedback into specific requirements for the product roadmap.
  • Optimize for long-term realized revenue by making informed trade-offs on pricing and 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 US credit card processing fundamentals, including surcharging and processing 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.

More like this

Similar roles

Mid Market Account Executive

Toast, Inc.

Remote 9 days ago $98,000$157,000
SaaS Salesforce MEDDPICC GTM Tech Stack RFP Contract Negotiation Pipeline Management Forecasting Value based selling SKU Management
5+ yrs exp Remote

Mid Market Account Executive

Toast, Inc.

Remote 9 days ago $98,000$157,000
SaaS Salesforce MEDDPICC GTM Tech Stack RFP Contract Negotiation Pipeline Management Forecasting SKU Management
5+ yrs exp Remote

Mid-Market Sales Manager, Retail

Toast, Inc.

Remote 16 days ago $111,000$178,000
MEDDPICC GTM Tech Stack Pipeline Management Forecasting SKU Management Scan Data Credit Card Processing
5+ yrs exp Remote

Senior Mid-Market Account Executive

Elastic

11 days ago
Elastic Search Search AI Observability Security SIEM XDR SaaS Open Source MEDDPICC CRM Data Architecture Logs Metrics Traces
10+ yrs exp

Mid Market Account Executive, Pursuit

Elastic

49 days ago $78,700$124,500
Elastic Search Search AI Observability Security SIEM XDR SaaS MEDDPICC CRM Open Source Data Architecture Logs Metrics Traces
3+ yrs exp