Enterprise Payroll Sales Exec Remote, Equity, Unlimited PTO

Remote; San Francisco (CA); Remote; USD 100,000 - 120,000; Full time

Benefits offered by this job

Remote or hybrid work options

Comprehensive medical benefits

401k + matching

Equity Option Grant

Unlimited PTO + Company holidays

Wellness initiatives

Job summary

Restaurant365 is seeking an Account Executive, Enterprise Accounts – Payroll to drive new payroll revenue by selling Payroll and Workforce Management solutions to enterprise restaurant accounts. You will own net-new payroll sales, develop pipeline, and collaborate with Sales Engineers to deliver payroll-focused demonstrations.

The role requires 5+ years of B2B SaaS/payroll sales experience, proficiency with Salesforce, and the ability to work 100% remotely with up to 40% travel.

Qualifications

• 5+ years of full-cycle B2B sales experience with quota attainment.
• Experience selling payroll, workforce management, or HCM solutions (e.g., ADP Workforce Now, Paylocity, Paycom, Paychex, UKG, Gusto, or comparable platforms).
• Knowledge of payroll fundamentals: tax filing, garnishments, direct deposit, tip credit rules, 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.

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

Skills

Full-cycle B2B sales

SaaS/payroll software

Prospect & pipeline development

CRM proficiency (Salesforce)

Stakeholder management

Negotiation

Remote sales

Tools

Salesforce

Job description

Restaurant365 is seeking an Account Executive, Enterprise Accounts – Payroll to drive new payroll revenue by selling Payroll and Workforce Management solutions to enterprise restaurant accounts. You will own net-new payroll sales, develop pipeline, and collaborate with Sales Engineers to deliver payroll-focused demonstrations.

The role requires 5+ years of B2B SaaS/payroll sales experience, proficiency with Salesforce, and the ability to work 100% remotely with up to 40% travel.