Jobs · Florida

Sales Executive - Mid Market

Paychex · Jacksonville, FL · 2 wk ago
HybridFull-time

About the role

Mid-Market Sales is where experience meets impact. You’ll partner with growing businesses (20–99 employees), navigating the complexity of expansion—helping them strengthen their people operations and scale with confidence. This is a consultative, relationship-driven environment where you’re not just closing deals—you’re solving real business challenges. Every conversation builds insight, every deal sharpens your expertise, and every win positions you as a trusted advisor to business owners.

Responsibilities

  • Drive new business by prospecting and winning new logos within your assigned territory
  • Sell a robust suite of solutions, including Paychex Flex® and advanced HR services
  • Execute consistent outbound activity (calls, outreach, networking, partnerships, and follow-ups) to build a pipeline
  • Lead consultative sales conversations with business owners and key decision-makers
  • Manage a high velocity sales process with small and mid-size businesses (1-2 call closes)
  • Own the full sales process—from discovery and solutioning to closing

Requirements

  • 2-5 years professional sales experience; 3 years B2B Sales Environment
  • 2+ years HCM experience strongly preferred
  • Ability to navigate consultative, solution-based sales conversations
  • Strong prospecting mindset with comfort driving outbound, in-person field activity
  • Resilience, accountability, and a results-driven approach
  • Coachability with a desire to continuously improve and grow
  • H.S. Diploma - Required
  • Bachelor's Degree - Preferred
  • 2 years of experience in B2B Sales/Marketing
  • 2 years of experience in Human Capital Management (HCM) industry
  • Cold Calling experience
  • Customer Relationship Management (CRM) Software experience
  • Valid Driver's License - Required

Skills

  • Action Oriented
  • Professionalism
  • Resilience
  • Tenacity
  • Digital Literacy
  • Rapport Building
  • Adaptability
  • Questioning Skills
  • Interpersonal Communications
  • Self-Motivation
  • Relationship Building
  • Business To Business
  • Quick Learning
  • Strong Work Ethic
  • Listening Skills
  • Trustworthiness
  • Results Focused
  • Customer Relationship Management (CRM) Software
  • Sales
  • Cold Calling
  • Persuasive Communication
  • Client Needs Assessment
  • Competitive Intelligence
  • Business Acumen
  • Sales Presentations
  • Sales Qualification
  • Closing (Sales)
  • Salesforce
  • Product Knowledge
  • Customer Insights
  • Sales Proposals
  • Time Management
  • Selling Techniques
  • Problem Solving
  • Negotiation
  • Sales Prospecting
  • Human Resources Information System (HRIS)
  • Payroll Systems
  • Sales Process
  • Outside Sales
  • Prioritization
  • Organizational Skills
  • Overcoming Objections

Benefits

  • Unlimited earning potential with performance-based incentives
  • Over 21 comprehensive rewards, including medical coverage, virtual wellness classes, tuition reimbursement, 401(k) + employer match, adoption assistance, and financial assistance
  • Paid time off, company holidays, culture days, and comprehensive work-life balance programs
  • Award-winning training and development programs
  • Paid time off for volunteerism and company-wide/local initiatives supporting communities

Values

  • Act with uncompromising integrity
  • Provide outstanding service and build trusted relationships
  • Drive innovation in our products and services and continually improve our processes
  • Work in partnership and support each other
  • Be personally accountable and deliver on commitments
  • Treat each other with respect and dignity

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