Senior Sports and Entertainment Franchise Enterprise Account Executive

Toast • Boston, MA

2d • $141,000 - $290,000 • Hybrid

About The Position

Toast is seeking an experienced Sports and Entertainment Enterprise Account Executive to build business success by identifying, qualifying, and selling to prospects. The role manages new and existing accounts across sports and entertainment markets and business verticals, achieving sales and profitability objectives while maintaining strong customer relationships and customer satisfaction. The position requires effective communication, a customer-service orientation, and a results-driven approach.

The Account Executive researches markets and prospects for new opportunities, develops relationships with customer decision-makers, and partners with management and stakeholders to expand markets and grow revenue. The role leads the sales cycle from discovery and product demonstrations through quotes, negotiation, and closing, working with internal teams to develop customer-focused solutions. It also maintains Salesforce records and reports, tracks results against targets, and represents Toast at industry events. Travel of up to 50% is required.

Toast uses AI tools to support recruiters and interviewers with tasks such as interview note-taking, summarization, and documentation; hiring decisions are made by people. Toast describes its work model as hybrid, with in-office expectations varying by region. Compensation includes base salary, commission, and bonus if eligible; the role qualifies for uncapped commissions. Total targeted cash ranges by geographic pay zone are Zone A: $181,000–$290,000; Zone B: $157,000–$251,000; Zone C: $141,000–$226,000. Benefits and equity may also be included, if eligible.

Requirements

• At least 3 years as a Sales Account Executive with a strong history of successful selling into Sports and Entertainment markets.
• Experience selling a Point of Sale platform in the hospitality industry.
• Experience with CRM software and MS Office, particularly Salesforce and MS Excel.
• Ability to understand and analyze sales performance metrics.
• Excellent communication and relationship-building skills.
• Strong analytical and negotiation skills.
• Business acumen and a problem-solving attitude.
• Ability to travel up to 50%.

Responsibilities

• Establish and maintain productive, professional relationships with key personnel across assigned customer accounts, markets, and business verticals.
• Conduct market research to identify new business opportunities, evaluate customer needs, and prospect through cold calling, networking, and social media.
• Partner with management and key stakeholders to develop market expansion strategies, establish sales goals, and drive market share and revenue growth.
• Engage prospective clients to understand their business needs, schedule meetings, and deliver product presentations and demonstrations.
• Lead solution development efforts that address customer needs, collaborating with internal teams and key stakeholders.
• Manage the full sales cycle, including creating quotes, conducting virtual and in-person demonstrations, negotiating contracts, closing deals, and addressing customer objections.
• Maintain accurate Salesforce activity records, prepare sales and financial reports, and track performance against assigned sales targets and strategic objectives.
• Represent Toast at industry exhibitions, conferences, and networking events to build relationships and generate business opportunities.
• Collaborate with sales, marketing, and cross-functional teams to develop presentation materials, support sales initiatives, and ensure readiness for product demonstrations.
• Achieve assigned sales and profitability targets while maintaining strong customer relationships and customer satisfaction.

Benefits

• Benefits are included as part of Toast's total rewards package; specific benefits are not listed in the posting.
• Equity, if eligible.
• Uncapped commissions.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed