On-site
SaaS
greenhouse
About this role
After years of building an innovative POS platform for restaurateurs, Toast is expanding its offerings into other food and beverage concepts such as convenience stores, grocery stores, and bottle shops. This role will require a founder’s mindset as we grow Toast’s presence in this new vertical with a new offering: the Toast Retail platform.
As a Retail Account Executive, you will be part of a founding team that is transforming the way convenience stores, grocery stores, and bottle shops operate. Using a consultative approach, you will prospect, build relationships, and sign up new accounts. By understanding their unique needs, you will develop a customized solution that helps their business thrive. We need your passion, sales expertise, and entrepreneurial spirit to help us build the Toast brand in an assigned geographic territory.
A day in the life (Responsibilities)
- Use a consultative approach to prospect, build relationships, and sign up new convenience stores, grocery stores and bottle shops
- Generate lists of prospective convenience stores, grocery stores, and bottle shops and manage the entire sales cycle from initial call to close
- Conduct demos and develop a solution that best meets the prospect’s needs
- Partner with teams across the business to ensure that expectations set during the sales process are met in delivery
- Leverage Salesforce (our CRM) to manage all sales activities
- Understand the competitive landscape and determine how to best position Toast in the market
What you’ll need to thrive (Requirements)
- An entrepreneurial and feedback-driven mindset
- Strong c
Tools & Tech Stack
Selling Motion
Prospecting
Channel / Partner
Sell through partners, resellers, or alliances
Buyer Persona
C-Suite
Selling to executive decision-makers
Territory
Geographic
Region-based territory assignment
Requirements at a Glance
Typical Day — Account Executive
Estimates based on role type and selling motion — actual may vary by company.
SaaS — Interview Intel
Typical Sales Cycle
30–90 days (SMB) · 3–9 months (Mid-Market) · 6–18 months (Enterprise)
Common Buyer Objections
- "We're locked into a contract with [competitor]"
- "We built something in-house already"
- "We don't have budget until next quarter"
- "Our team won't adopt another tool"
Key Industry Metrics
Hot Topics to Reference
- • AI-native product disruption
- • PLG vs sales-led motion debate
- • Vertical SaaS consolidation
- • Usage-based pricing models
Use these insights to speak the buyer's language in interviews.
Tags
Walk me through your discovery process.
Template questionHow do you handle a prospect who goes silent mid-deal?
Template questionTell me about your largest closed deal and the sales cycle.
Template questionHow do you build business cases for stakeholders?
Template questionDescribe a deal you lost and what you learned.
Template questionThis Account Executive position at Toast involves managing the full sales cycle from prospecting through close.
SaaS sales roles typically involve consultative selling with longer deal cycles.
Are you a closer?
Interested in SaaS? Build your profile to get matched with roles like this.
Explore More Sales Jobs
Similar Roles
Browse More Jobs
Ready to land your next closing role?
Build your free closer profile to get matched with high-ticket sales opportunities, track applications, and showcase your track record.
Create a free profile to save sales jobs and track applications