Enterprise Account Executive, Payroll Solutions

Restaurant365 is a SaaS company disrupting the restaurant industry! Our cloud-based platform provides a unique, centralized solution for accounting and back-office operations for restaurants. Restaurant365’s culture is focused on empowering team members to produce top-notch results while elevating their skills. We’re constantly evolving and improving to make sure we are and always will be “Best in Class” ... and we want that for you too!

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 you'll add value: :
Responsibilities

•
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 you'll need to be successful in this role: :
Qualifications

•
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 20% travel required for customer meetings, conferences, and team offsites

R365 Team Member Benefits & Perks :
• This position has a salary of $66,400.00 - $99,600.00/year. 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.

• Comprehensive medical benefits, 100% paid for employee

• 401k + matching

• Equity Option Grant

• Unlimited PTO + Company holidays

• Wellness initiatives

DYN365, Inc d/b/a Restaurant365 is an equal opportunity employer.