Remote Payroll Sales Executive — Equity & Unlimited PTO

Remote; San Francisco (CA); Remote; USD 85,000 - 100,000; Full time

Benefits offered by this job

Salary + Commission

Medical benefits

401k matching

Equity option

Unlimited PTO

Wellness programs

Job summary

Restaurant365 is hiring an Account Executive for Payroll Sales to own the Commercial payroll opportunities from prospecting through close. You will build your own pipeline via outbound and inbound channels and conduct discovery with owners and operators to tailor demos of R365 Payroll and Workforce Management.

Demonstrated ability to exceed quota with 5+ years in software sales is required. You will work remotely within a high-energy, performance-driven environment and collaborate with Sales

Qualifications

• 5+ years of software sales experience with a track record of exceeding quota.
• Experience running a full sales cycle from prospecting to close.
• Experience selling payroll, workforce management, HR/HRIS software is preferred.
• Knowledge of payroll fundamentals including tax, deposits, overtime, PTO and compliance.
• Ability to build pipeline through outbound and inbound motions and convert opportunities into revenue.
• Strong discovery, presentation, negotiation, and closing skills.
• Proficiency with Salesforce or a comparable CRM with strong pipeline hygiene.
• Excellent written and verbal communication; ability to explain payroll concepts clearly.
• Ability to work remotely in a performance-driven environment.
• AI fluency and responsible use of approved tools.

Responsibilities

• Own the sales cycle for Commercial payroll opportunities from prospecting through close and handoff.
• Build and manage your own qualified pipeline via outbound, inbound, referrals, and cross-sell within existing customers.
• Conduct discovery with owners, operators, and finance/payroll contacts to understand needs and impact.
• Deliver tailored demos of R365 Payroll and Workforce Management.
• Use ROI tools to show measurable value (labor visibility, efficiency, compliance).
• Handle objections, negotiate within guidelines, and close new business on standard terms.
• Identify cross-sell opportunities within R365 accounting, operations, inventory, scheduling, and workforce management.
• Maintain accurate Salesforce and Gong records (next steps, close dates, forecast).
• Deliver a clear handoff to Implementation and Customer Success; keep customers on track to go live.
• Collaborate with Sales Engineering, Marketing, Product, Implementation, Customer Success, and Revenue Operations.
• Stay current on payroll fundamentals and compliance challenges; use approved AI tools responsibly.
• Seek feedback to improve results and help normalize feedback within the team.

Skills

Quota achievement

Full sales cycle

Discovery & demos

CRM proficiency

Communication skills

Remote work ability

AI fluency

Tools

Salesforce

Gong

Job description

Restaurant365 is hiring an Account Executive for Payroll Sales to own the Commercial payroll opportunities from prospecting through close. You will build your own pipeline via outbound and inbound channels and conduct discovery with owners and operators to tailor demos of R365 Payroll and Workforce Management.

Demonstrated ability to exceed quota with 5+ years in software sales is required. You will work remotely within a high-energy, performance-driven environment and collaborate with Sales