Jobs · Maryland

Sales Executive - Mid Market

Paychex · Owings Mills, MD · 2 days ago
Hybrid$70k–$130k/yrFull-time

Overview

Where Growth Gets Strategic - and Your Career Does Too
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.

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

What It Takes to Win

  • 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

Why This Role

  • Unlimited earning potential with performance-based incentives
  • More complex, higher-value deals that accelerate your sales expertise
  • Opportunity to become a trusted advisor to growing businesses
  • Clear path to advance your career in a fast-paced, growth-focused environment with clear pathways to the next step in your career

Qualifications

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

Compensation

The compensation range for this position is typically $70,000 - $130,000 annually. This compensation structure includes base plus commission but does not consider other components that make up the total rewards package for the position. If you are hired at Paychex, your overall compensation will be determined based on factors such as geographic location, skills, education, and/or experience which may result in total compensation outside of this range.

Live the Paychex 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

What's in it for you?

  • We value your well-being: We provide over 21 comprehensive rewards, including medical coverage, virtual wellness classes, tuition reimbursement, 401(k) + employer match, adoption assistance, financial assistance, and much more.
  • We value your time: From paid time off to company holidays, culture days, and comprehensive work-life balance programs, we will ensure you have the flexibility you need to be your best.
  • We value your development: Our award-winning training and development programs empower our employees with ongoing learning opportunities to give you the building blocks to grow your career.
  • We value your perspective: Our company culture reflects the diversity of our employees. We want you to be you and your voice to be heard.
  • We value our communities: We offer paid time off for volunteerism and promote many company-wide and local initiatives that benefit organizations you care about.

Note

Note: The benefits described apply to full-time employees. Benefits for part-time, contract, and intern roles may vary. Not sure if you meet every requirement? At Paychex, we know that great talent comes in many forms. If you're passionate about the role but don't check every box, we still encourage you to apply. You might be the right fit - either for this position or another opportunity with us.

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