Account Executive, Enterprise, Payroll Sales

Restaurant365 is transforming how restaurants run their businesses. Today, we help more than 50,000 restaurant locations manage their finances, operations, and people. As AI changes what's possible, we're reimagining how restaurant back offices operate—automating routine work, helping teams make better decisions, and giving restaurant leaders more time to focus on growing their businesses. 

We're transforming how we work, too. AI is changing how we build products, solve problems, and deliver results for our customers. We're embracing new ways of working, moving faster, and creating opportunities for our people to make a greater impact. 

At Restaurant365, our culture is built on ownership, collaboration, and continuous improvement. We believe in challenging ourselves, learning every day, and working together to achieve great results. We're looking for people who are curious, take initiative, and want to grow while helping shape the future of an industry.

• 5+ years of full-cycle B2B sales experience with a strong and consistent record of quota attainment; SaaS or HCM/payroll software sales strongly preferred 

• Direct experience selling payroll, workforce management, or HCM solutions (e.g., ADP Workforce Now, Paylocity, Paycom, Paychex, UKG, Gusto, or comparable platforms) 

• Working knowledge of payroll fundamentals: tax filing, garnishments, direct deposit, tip credit, PTO accruals, and multi-state compliance 

• Experience selling into restaurant, hospitality, or multi-unit retail organizations is a significant advantage 

• Proficiency with Salesforce or comparable CRM — disciplined in pipeline hygiene and forecasting accuracy 

• Relationship-based seller with the ability to build trust with HR, Finance, and C-suite stakeholders simultaneously 

• Strong discovery skills — ability to ask the right questions, listen actively, and connect prospect pain to platform value 

• Effective communicator, both written and verbal, with the ability to translate complex payroll and compliance concepts into clear business language 

• High energy, self-motivated, goal-driven, and capable of thriving in a fast-moving, high-growth environment 

• Demonstrated ability to work cross-functionally with Sales Engineers, Customer Success, Marketing, and Product teams 

• Trustworthy, ethical, and professional in all business dealings 

• Must be able to work 100% remote 

• Up to 40% travel required for customer meetings, conferences, and team offsites 

What Success Looks Like 

Milestone	Expectation
30 Days	Complete R365 payroll product certification; develop territory plan and initial pipeline of qualified prospects
60 Days	Active pipeline established across net-new and cross-sell motions; first discovery calls and demos delivered
90 Days	First payroll deal closed or in late-stage negotiation; consistent Salesforce hygiene and weekly forecast accuracy
Year 1	Attain or exceed payroll ARR quota; build repeatable playbook for R365 Payroll in the restaurant vertical