Territory Account Executive , Retail - Schaumburg, IL

Toast•Schaumburg, IL

2d•Hybrid

About The Position

Toast is expanding its POS platform into convenience stores, grocery stores, and bottle shops with its Toast Retail platform. The Territory Account Executive will join a founding team responsible for growing Toast’s presence in this new vertical within an assigned geographic territory. Using a consultative sales approach, the role prospects and builds relationships with businesses, understands their needs, develops customized solutions, and signs up new accounts. The position requires an entrepreneurial mindset, sales expertise, and willingness to travel at least 25% of the time. The role qualifies for uncapped commissions. Total targeted cash compensation is $128,000–$205,000 USD, including base salary, commission, and bonus if eligible. Starting salary depends on skills, experience, and geographic location. Benefits and equity may also be included if eligible. Toast uses a hybrid work model; regional in-office expectations vary.

Requirements

An entrepreneurial and feedback-driven mindset.
Strong communication, organizational, and presentation skills, with the ability to sell and negotiate at all decision-making levels.
A proven track record of meeting and exceeding goals.
Ability to work in a fast-paced, entrepreneurial, team environment.
Self-motivated, creative, flexible, and willing to navigate ambiguity.
Lives in or near the market and is willing to travel 25% or more.

Nice To Haves

Retail operations experience.

Responsibilities

Use a consultative approach to prospect, build relationships, and sign up new convenience stores, grocery stores, and bottle shops.
Generate lists of prospective businesses and manage the full sales cycle from initial call to close.
Conduct demos and develop solutions that meet prospects’ needs.
Partner with teams across the business to ensure expectations set during the sales process are met in delivery.
Use Salesforce to manage sales activities.
Understand the competitive landscape and determine how to position Toast in the market.