Full-Time

Expansion Account Executive

Posted on 12/10/2025

Toast

Toast

5,001-10,000 employees

All-in-one POS and restaurant tech platform

Compensation Overview

$118k - $189k/yr

+ Commission + Equity

Alexandria, VA, USA

Hybrid

Hybrid role; remote work available with one in-person day per week in the Washington, DC area.

Category
Sales & Account Management (2)
,
Requirements
  • 2+ years of quota-carrying sales experience in a closing role (ex. Business Development Representative, Account Executive), with a consistent track record of meeting and exceeding monthly sales performance goals.
  • A track record of success in a high-velocity or high-volume, transactional B2B Software as a Service sales environment.
  • Expertise in full-cycle sales skills, including deep discovery, compelling storytelling, persuasive negotiation, and effective closing techniques.
  • A consultative approach, with the ability to act as a strategic consultant, challenging prospects' perspectives and driving new ways of thinking about their business.
  • A growth and ownership mindset, being highly self-motivated, competitive, resilient, and taking strong ownership of results.
  • Exceptional communication skills, including excellent written and verbal communication, coupled with strong time management and organizational abilities.
  • The ability to adapt, with a proven capacity to thrive and adjust in a dynamic, rapidly evolving sales environment.
Responsibilities
  • Managing the full sales cycle for customer expansion, identifying and closing upsell opportunities within your assigned territory of existing Toast POS customers, from outbound prospecting to contract negotiation and close.
  • Utilizing consultative selling and discovery, conducting deep discovery to uncover customer pain points and business goals, leveraging consultative sales techniques to position Toast's expanded product offerings.
  • Achieving quota attainment, consistently meeting and exceeding monthly sales revenue and unit booking targets.
  • Executing pipeline management, maintaining a highly organized sales pipeline and activity records within Salesforce CRM and other essential tools.
  • Demonstrating market and product expertise, developing a strong understanding of the competitive landscape to effectively position Toast solutions and articulate their unique value.
  • Engaging in cross-functional collaboration, partnering seamlessly with New Business, Services, and Implementation teams to ensure successful customer onboarding and satisfaction.
  • Applying strategic sales methodology, using proven sales methodologies (ex. Sandler) to uncover urgency, drive value, and create compelling propositions.
Desired Qualifications
  • Familiarity with Salesforce CRM.
  • Experience with Sandler Sales Training or similar structured sales methodologies.
  • Prior B2B sales experience within the SMB, restaurant, hospitality, or retail sectors.

Toast provides an integrated restaurant technology platform with an all-in-one POS system plus hardware and software for dining businesses. It combines mobile ordering, online ordering, gift card management, sales reporting, employee management, and CRM in a single system that processes orders, payments, and back-office tasks. Revenue comes from subscriptions, transaction fees, hardware sales, and value-added services like Toast Capital loans to restaurants. The goal is to help restaurants run more efficiently and grow by reducing third-party dependencies and streamlining operations across formats from fine dining to quick-service.

Company Size

5,001-10,000

Company Stage

IPO

Headquarters

Boston, Massachusetts

Founded

2011

Simplify Jobs

Simplify's Take

What believers are saying

  • Q1 2026 recurring gross profit grew 27% to $2.2B ARR across 171,000 locations.
  • Toast IQ Grow pilots delivered 8% average sales growth via AI marketing automation.
  • Partnerships with Alinea Group and Preferred Hotels expand into hospitality sectors.

What critics are saying

  • $1B shelf filing dilutes shares, dropping stock 15% post-Q1 2026 earnings.
  • Toast IQ Grow adoption stalls below 20% of locations within 9-15 months.
  • Incept AI partners launch competing POS integrations within 18-24 months.

What makes Toast unique

  • Toast builds cloud-based POS exclusively for restaurants with kitchen display systems.
  • Proprietary hardware like Toast Go 3 handheld enables tableside ordering and 24-hour battery.
  • Integrates payments, online ordering, and AI tools like Toast IQ Grow into single platform.

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Benefits

Peer Nominated Toastie Awards

Professional Development Reimbursement Program

Sabbatical

Unlimited Vacation & Flexible Work Hours

Medical, Dental, & Vision Coverage + Wellness Stipend

Commitment to Employee Wellness

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

0%

2 year growth

0%
The Associated Press
Apr 14th, 2026
Toast launches unified drive-thru solution to boost QSR speed and accuracy

Toast has launched Toast Drive-Thru, an enterprise-grade solution designed to modernise quick-service restaurant operations across over 140,000 drive-thru locations in the US. The platform unifies point of sale, digital menu boards, kitchen display systems and AI voice ordering integrations into a single system. The solution includes POS-native software with AI voice ordering partners like Incept AI, trusted hardware by Delphi featuring high-brightness 55-inch screens, and turnkey services including site surveys, content design and installation support. Toast Drive-Thru aims to increase throughput and order accuracy whilst optimising labour efficiency. The platform will roll out to brands with 15 or more locations in the coming months as part of Toast's Enterprise Solutions offering.

Yahoo Finance
Apr 4th, 2026
Toast's data push and security focus may reshape investment case as revenue beats expectations

Toast has raised its profile following presentations at the RSA Conference 2026 and quarterly results showing revenue growth above consensus, though earnings slightly missed expectations. The restaurant platform provider is emphasising how its network of over 160,000 restaurants and new benchmarking tools can create competitive advantages through data insights. The company's new benchmarking product provides operators with aggregated pricing and performance data, aiming to drive higher average revenue per user whilst mitigating risks from potential slowdowns in gross payment volume per location. Toast projects $10.1 billion in revenue and $897.2 million in earnings by 2029, requiring 17.9% annual revenue growth. Analyst estimates vary considerably, with some forecasting $9.5 billion revenue and $574.5 million earnings by 2028, reflecting uncertainty about Toast's ability to convert growth into sustainable profitability amid competitive pressures.

Yahoo Finance
Mar 27th, 2026
Toast named to Fast Company's most innovative companies list, launches restaurant AI assistant

Toast has been named to Fast Company's World's Most Innovative Companies list for 2026 and launched Toast IQ, a conversational AI assistant for restaurant operators. The platform aims to help manage orders, staff questions and daily operations. The company's shares currently trade at $26.39, showing mixed performance with a 55.1% gain over three years but a 22.4% decline year-to-date and 25.4% drop over the past year. Toast IQ represents the company's push into AI-powered automation to address labour pressures in restaurants. The key question for investors is whether these restaurant-specific AI tools can increase customer retention and expand spending per location. However, AI development costs could pressure sales and marketing budgets, a flagged risk for the company.

Yahoo Finance
Feb 28th, 2026
Toast builds restaurant operating system with 156K locations and $51.5B payment volume

Toast, Inc. has raised its position as the foundational integration layer for the restaurant industry, powering 156,000 locations and processing $51.5 billion in gross payment volume. The company's platform connects transactions, inventory, labour, marketing and AI-driven insights, creating high switching costs and operational dependencies. The core SMB business operates at a 40% EBITDA margin, funding expansion into enterprise, international and retail verticals. Recent enterprise wins include Nordstrom and TGI Fridays, whilst international SaaS ARPU grew 20% year-on-year. Analysts suggest a base case target of $37 per share implies 54% upside from current levels, with the bull case offering potential returns exceeding 100%. However, risks include margin durability, enterprise execution and international adoption challenges. The stock has declined approximately 24% since previous coverage in March 2025.

Yahoo Finance
Feb 20th, 2026
Toast reports Q4 revenue up 22% to $1.6B, surpasses $2B ARR milestone

Toast Inc. reported fourth-quarter 2025 revenue of $1.6 billion, up 22% year-over-year, and surpassed $2 billion in annual recurring revenue. The restaurant technology platform added over 30,000 net locations in 2025, ending the year with 164,000 total locations. The company posted 33% growth in recurring gross profit and an expanded adjusted EBITDA margin of 34%. Toast expanded into new markets, launching in Australia and signing major brands including Applebee's and Firehouse Subs. The company introduced over 500 new features, including the Toast IQ conversational AI assistant. For 2026, Toast projects recurring gross profit growth of 20% to 22% and adjusted EBITDA between $775 million and $795 million. Management cited headwinds from higher hardware costs due to memory chip demand and tariffs.

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