Sr Account Executive, Mid Market Payroll Sales

1 month, 2 weeks ago
Full-time
Senior
Sales and Business Development
Restaurant365

Restaurant365

Restaurant365 provides a comprehensive cloud-based restaurant management software that integrates accounting, inventory, recipe costing, and POS systems to help restaurant leaders optimize operations and enhance profitability.

Diversified Financial Services
251-1K
$262M raised

Description

  • Own the full sales cycle for mid-market payroll opportunities from prospecting through close and post-sale handoff.
  • Build and manage pipeline through outbound prospecting, inbound leads, referrals, partner introductions, and cross-sell opportunities.
  • Develop account plans for regional restaurant groups, franchise organizations, and multi-unit operators.
  • Lead discovery with executive, finance, HR, payroll, and operations stakeholders.
  • Deliver tailored demonstrations and business cases connecting R365 solutions to operational and financial value.
  • Navigate multi-stakeholder buying processes, build consensus, negotiate within approved guidelines, and close business against quota.
  • Identify expansion opportunities within existing Restaurant365 customers.
  • Maintain accurate Salesforce and Gong records, opportunity plans, next steps, close plans, and forecasts.
  • Partner with Sales Engineering, Marketing, Product, Implementation, Customer Success, and subject matter experts to advance opportunities and support customer readiness.
  • Provide thorough implementation handoffs and represent Restaurant365 professionally in customer engagements.

Requirements

  • 3+ years of full-cycle B2B sales experience with consistent quota attainment.
  • SaaS, HCM, payroll, workforce management, HR, accounting, or business management software sales experience preferred.
  • Experience selling to mid-market restaurant groups, franchise organizations, multi-unit operators, or similarly complex businesses.
  • Working knowledge of payroll fundamentals, including tax filing, direct deposit, tip credit, overtime, PTO, garnishments, and compliance.
  • Experience managing complex, multi-stakeholder sales cycles involving business cases and executive decision-makers.
  • Strong prospecting, discovery, presentation, objection-handling, negotiation, and closing skills.
  • Proficiency with Salesforce or a comparable CRM, including pipeline hygiene and forecast accuracy.
  • Strong written and verbal communication skills, including the ability to explain complex payroll concepts clearly.
  • Ability to work 100% remotely and travel up to 15% for customer meetings, conferences, team events, and offsites.
  • AI fluency and ability to use approved AI tools responsibly while protecting confidential information.

Benefits

  • $80,000–$120,000 salary range plus commission.
  • Comprehensive medical benefits fully paid for employees.
  • 401(k) with company matching.
  • Equity option grant.
  • Unlimited PTO and company holidays.
  • Wellness initiatives.
  • 100% remote work arrangement.

Interested in this position?

Apply directly on the company website

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