Account Executive, 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.

The Account Executive, Payroll Sales, Commercial sells Restaurant365 Payroll and Workforce Management solutions to small and midsize restaurant operators. You will own a short, mostly linear sales cycle from prospecting through close, build your own pipeline, and keep new customers on track to go live after the sale. You work independently within your scope and against a full quota.

• Who you sell to: Commercial restaurant groups of about 2 to 12 units, usually with an owner or operator as the primary decision maker.

• How you sell: Consultative and high volume. You uncover the operator's needs and the business impact of payroll and labor challenges, deliver tailored demos, use standard ROI tools, and close on standard terms.

• How you work: You partner with Sales Engineering, Marketing, Implementation, Customer Success, and Revenue Operations, and ask your manager for guidance on complex pricing, contracting, or deal situations.

Responsibilities

• Own the sales cycle for Commercial payroll opportunities from prospecting through close and handoff, against a full quota.

• Build and manage your own qualified pipeline through outbound prospecting, inbound leads, referrals, partner introductions, and cross-sell opportunities within the existing R365 customer base.

• Run discovery with owners, operators, and finance or payroll contacts to understand needs, buying requirements, and the business impact of their payroll and labor challenges.

• Deliver tailored demonstrations of R365 Payroll and Workforce Management that connect to the operator's workflows and priorities.

• Use standard ROI tools to show measurable value, such as improved labor visibility, administrative efficiency, and compliance support.

• Handle objections, negotiate within approved guidelines, and close new business on standard terms.

• Identify cross-sell opportunities within existing R365 accounting, operations, inventory, scheduling, and workforce management customers.

• Maintain accurate Salesforce and Gong records, including next steps, close dates, and forecast.

• Deliver a clear, well-documented handoff to Implementation and Customer Success, and keep new customers on track to go live.

• Partner with Sales Engineering, Marketing, Product, Implementation, Customer Success, and Revenue Operations to advance opportunities.

• Stay current on payroll fundamentals and the payroll, workforce, and compliance challenges that affect restaurant operators.

• Use approved AI tools responsibly to improve account research, preparation, and productivity, reviewing outputs for accuracy and protecting confidential information.

• Find opportunities to automate and improve how work gets done across your role with approved AI and other tools, choosing the right tool for each task, refining your prompts, and reviewing outputs for quality and time saved.

• Actively seek feedback and use it to improve your results and help normalize feedback within the team.

• Other duties as assigned.

Qualifications and experience

• 5+ years of relevant experience, with a record of exceeding quota in sales; software sales preferred.

• Experience running a full sales cycle with a primary decision maker, including prospecting, discovery, demos, and closing.

• Experience selling payroll, workforce management, HCM, HR, accounting, or business management software is preferred.

• Working knowledge of payroll fundamentals, including tax filing, direct deposit, tip credit, overtime, PTO, and compliance considerations. Strong candidates may learn some of these on the job.

• Demonstrated ability to build pipeline through outbound and inbound motions and convert qualified opportunities into closed revenue.

• Strong discovery, presentation, objection-handling, negotiation, and closing skills.

• Proficiency with Salesforce or a comparable CRM, with strong discipline around pipeline hygiene and forecast accuracy.

• Effective written and verbal communication skills, including the ability to explain payroll and business concepts clearly.

• High energy, self-motivated, and comfortable in a performance-driven environment.

• AI fluency, including the ability to use approved AI tools responsibly while reviewing outputs for accuracy and protecting confidential information.

• Trustworthy, ethical, and professional in all business dealings.

• Ability to work remotely.

What success looks like

• 30 days: Complete R365 payroll product training and certification; learn the Commercial customer profile, sales process, and territory.

• 60 days: Build an active pipeline in your territory; run discovery conversations and demos independently.

• 90 days: Manage your own opportunities from discovery to close, keep Salesforce and Gong records accurate, and close your first deals.

• Year 1: Consistently attain quota with an accurate pipeline and forecast, and keep new customers on track to go live.

AI Fluency

Curiosity and eagerness to use AI in your daily work, backed by hands-on experience, a good sense of what generative AI can and can't do, and the judgment to verify its outputs. Designs effective prompts and repeatable AI workflows tailored to their role to improve quality and efficiency. For example, builds prompts for account research, discovery preparation, and call follow-ups using approved tools such as Glean and Gong call summaries.

R365 Team Member Benefits & Compensation

• This position has a salary range of $66,400 - 99,600 plus 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.
• Comprehensive medical benefits, 100% paid for employee
• 401k + matching
• Equity Option Grant
• Unlimited PTO + Company holidays
• Wellness initiatives

This role is fully remote, offering flexibility while supporting connection, partnership, and team effectiveness through virtual collaboration.
Internal Employees - R365 is committed to growing talent from within. If you see a role that excites you and you meet the qualifications, we encourage you to apply -regardless of your current location or work arrangement. Reach out to your People Business Partner if you have questions.
DYN365, Inc d/b/a Restaurant365 is an equal opportunity employer.