Sales Executive - Mid Market
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
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.