Flex Growth Account Executive at Toast

Chicago, Illinois, United States -

Full Time

Start Date

Immediate

Expiry Date

16 May, 26

Salary

189000.0

Posted On

15 Feb, 26

Experience

2 year(s) or above

Remote Job

Yes

Telecommute

Yes

Sponsor Visa

Skills

Full-Cycle Sales, Upsell, Consultative Selling, Discovery, Quota Attainment, Pipeline Management, Salesforce CRM, Cross-functional Collaboration, Strategic Sales Methodology, Negotiation, Adaptability, Time Management, Organizational Abilities, Storytelling, Resilience, Product Expertise

Industry

Software Development

Description

Toast creates technology to help restaurants and local businesses succeed in a digital world, helping business owners operate, increase sales, engage customers, and keep employees happy. Join Toast's rapidly expanding Customer Growth (Upsell) Sales team! We empower existing SMB Toast POS customers to maximize their success by expanding their product offerings. As a Flex Growth Account Executive, you’ll manage a book of existing SMB customers with a goal of driving revenue through expansion and product adoption. This is a full-cycle role where you’ll partner with cross-functional teams to deliver value across the Toast platform. Our sales culture is a dynamic blend of competitive drive and collaborative spirit, where winning as a team is paramount. This position ensures business continuity and sustained growth, requiring a high degree of agility, adaptability, and the ability to navigate constant change and ambiguity. The Flex AE must be ready to flex in and out of different Total Addressable Markets (TAMs). Note: this is a role where you will be primarily remote, working at home, but also spending occasional time in the field in your assigned territory(s). What you'll do (Responsibilities): As a Flex Customer Growth Account Executive, you will drive revenue growth by: Managing the full sales cycle for customer expansion, identifying and closing upsell opportunities within your assigned territory of existing Toast SMB 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. What you'll need to thrive (Requirements): We're looking for a driven and adaptable sales professional with: Proven sales acumen, including 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 SaaS 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. What will help you stand out (Nonessential Skills/Nice to Haves): 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. AI at Toast At Toast we’re Hungry to Build and Learn. We believe learning new AI tools empowers us to build for our customers faster, more independently, and with higher quality. We provide these tools across all disciplines, from Engineering and Product to Sales and Support, and are inspired by how our Toasters are already driving real value with them. The people who thrive here are those who embrace changes that let us build more for our customers; it’s a core part of our culture. Our Total Rewards Philosophy We strive to provide competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry. Our total rewards package goes beyond great earnings potential and provides the means to a healthy lifestyle with the flexibility to meet Toasters’ changing needs. Learn more about our benefits at https://careers.toasttab.com/toast-benefits. The estimated Total Targeted Cash compensation range for this role is listed below. Total Targeted Cash for this role consists of a base salary, commission, benefits, and equity (if eligible). This role qualifies for uncapped commissions. The starting salary will be determined based on skills, experience, and geographic location. Total Targeted Cash $118,000—$189,000 USD How Toast Uses AI in its Hiring Process Throughout the hiring process, our goal is to get to know you. We use AI tools to support our recruiters and interviewers with tasks like note-taking, summarization, and documentation of interviews to ensure they can be fully focused on your conversation. All hiring decisions are made by people. Diversity, Equity, and Inclusion is Baked into our Recipe for Success At Toast, our employees are our secret ingredient—when they thrive, we thrive. The restaurant industry is one of the most diverse, and we embrace that diversity with authenticity, inclusivity, respect, and humility. By embedding these principles into our culture and design, we create equitable opportunities for all and raise the bar in delivering exceptional experiences. We Thrive Together We embrace a hybrid work model that fosters in-person collaboration while valuing individual needs. Our goal is to build a strong culture of connection as we work together to empower the restaurant community. To learn more about how we work globally and regionally, check out: https://careers.toasttab.com/locations-toast. Apply today! Toast is committed to creating an accessible and inclusive hiring process. As part of this commitment, we strive to provide reasonable accommodations for persons with disabilities to enable them to access the hiring process. If you need an accommodation to access the job application or interview process, please contact candidateaccommodations@toasttab.com. ------ For roles in the United States, it is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

Responsibilities

The Flex Growth Account Executive will manage a book of existing SMB customers, driving revenue growth by managing the full sales cycle for customer expansion, identifying, and closing upsell opportunities from prospecting through negotiation. This involves utilizing consultative selling to position expanded product offerings, achieving sales quotas, and maintaining organized pipeline records.