Account Executive, Enterprise, Payroll Sales

Team: Strategic Accounts

Location: Remote

Commitment: Full Time

Workplace Type: remote

The Account Executive, Enterprise Accounts – Payroll is responsible for driving new payroll revenue by selling Restaurant365’s Payroll and Workforce Management solutions & partner HCM solutions to enterprise and strategic restaurant accounts. This role targets multi-unit restaurant operators, franchise organizations, and emerging chains — helping them consolidate payroll onto a purpose-built restaurant platform that connects labor directly to their P&L. As a specialist seller within the R365 Strategic Accounts team, this position partners closely with Account Executives, Customer Success, and Sales Engineers to identify, develop, and close payroll opportunities across both net-new and existing accounts. 

How youll add value:

• Own and drive net-new payroll sales into strategic restaurant accounts, including national and regional franchise brands 

• Prospect and develop a pipeline of qualified payroll opportunities through outbound outreach, inbound referrals, and cross-sell motions within the existing R365 customer base 

• Lead discovery conversations with HR, Payroll, Finance, and Operations leaders to uncover workforce pain points and align R365 Payroll solutions to business outcomes 

• Execute a consultative, value-based sales process from first contact through close, including demos, proposals, and negotiation 

• Partner with Sales Engineers to deliver compelling platform demonstrations tailored to payroll and workforce workflows in the restaurant industry 

• Develop and present business cases quantifying the ROI of migrating to R365 Payroll — including labor cost reduction, compliance risk mitigation, and administrative time savings 

• Collaborate with the broader Strategic Accounts team to identify payroll expansion opportunities within existing R365 accounting and operations customers 

• Maintain accurate pipeline data, activity logs, and revenue forecasts in Salesforce & Gong 

• Stay current on payroll compliance regulations relevant to the restaurant industry, including federal, state, and local wage laws, tip credit rules, and overtime requirements 

• Represent R365 as a payroll subject matter expert at industry events, prospect meetings, and customer-facing engagements 

• Provide a smooth handoff to Implementation and Customer Success teams post-sale, ensuring expectations are set and the customer is set up for long-term success 

• Demonstrate adaptability and a high level of accountability as part of a rapidly scaling sales organization 

• Other duties as assigned 

What youll need to be successful in this role:

• 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

R365 Team Member Benefits & Perks

• This position has a salary range of $100,000 - $120,000 + commission. The above range represents the expected salary range for this position. The actual salary may vary based upon several factors, including, but not limited to, relevant skills/experience, time in the role, business line, and geographic location. Restaurant365 focuses on equitable pay for our team and aims for transparency with our pay practices.
• Ability to work remote or hybrid
• Comprehensive medical benefits
• 401k + matching
• Equity Option Grant
• Unlimited PTO + Company holidays
• Wellness initiatives