Account Executive, CDL & Transportation Staffing
Cleveland, OH 44101 US | Fully Remote TELECOMMUTE US
Job Description
Business Development Representative / Account Executive, CDL & Transportation Staffing - Cleveland, OH
5+ years staffing or B2B sales experience preferred
In-office 4 days/week, 1 day remote
Minimal travel; local networking & associations encouraged
Are you a staffing sales leader looking for your next opportunity? Our client is a national CDL driver staffing firm exclusively focused on placing local and regional drivers who are home every night. They partner with large, multi-location distribution and logistics companies across the U.S., delivering contract-to-hire and direct-hire driver solutions. With $17M+ in annual revenue, strong margins (high-50s GM), and major national customers already under contract, they are investing in proven sales talent to fuel continued growth toward $19M+ in 2026.
We’re hiring a Business Development Representative / Account Executive to hunt new accounts, close corporate HR agreements, and expand revenue across multi-branch customers nationwide.
What you will do:
- Hunt and close new B2B business within CDL and transportation staffing
- Target logistics, distribution, foodservice, building supply, and delivery companies with 25–100+ trucks
- Sell CDL A & CDL B driver staffing (temp-to-hire and direct hire)
- Build relationships with corporate HR, fleet managers, and branch managers
- Open national agreements and expand them across multiple branch locations
- Track pipeline, activity, and performance in Bullhorn CRM
What we’re looking for:
- Proven B2B sales experience (staffing, logistics, transportation, industrial preferred)
- CDL driver staffing or transportation industry background strongly desired
- High activity, outbound-driven sales mindset (calls matter here)
- Confident communicator who can overcome objections and close
- Comfortable selling to HR, operations, and branch leadership
- Self-starter who creates their own opportunities
- Polished, professional, and resilient personality
- Someone who wants to win, not manage
Required Skills:
- New business development / hunting
- Phone-based outbound sales
- Contract negotiation
- Relationship building across multiple stakeholders
- CRM usage (Bullhorn experience a plus)
- Objection handling and closing
Required Education, Training, Experience:
- Sales experience required (staffing or logistics preferred)
- CDL / FMCSA knowledge a plus
- Willingness to participate in trucking associations and industry groups
- Sandler Sales Training provided during ramp
What you get:
- Base + uncapped commission
- Tiered commission with higher payouts for new logos
- Recurring revenue on multi-branch customers
- Strong sales admin, AM, and recruiting support
Benefits:
- 401(k)
- Health, dental, vision insurance
- Paid time off
- A positive, energetic culture with strong leadership
The opportunity to build a high-earning, national book of business in a red-hot CDL staffing market.
Job Number 7681
Additional Information

MeeDerby is an executive search firm uniquely dedicated to serving the staffing industry. For nearly three decades, we've helped thousands of executives, managers, senior sales and senior recruiters who have worked in staffing find their place in this robust industry. You spend your days helping people find the perfect job. Don’t you deserve a partner who can do the same for you? Leverage our hard-won connections to take the next step in your staffing career.
Meet Your Recruiter
Walter Shedd
Executive Recruiter
With over 16 years of experience in sales and recruiting management, Walter Shedd is a seasoned Executive Recruiter at MeeDerby, the leading source for executive search in the Staffing Industry. He has a proven track record of finding and placing qualified candidates for various staffing disciplines and verticals across the nation, leveraging his extensive network, subject matter expertise, and consultative approach.
Walter’s passion is to create lasting and mutually beneficial relationships between clients and candidates, and to help them achieve their growth and success goals. He has a broad and deep knowledge of the Staffing Industry, having worked across all corners of the industry, expanding on his roots in Commercial Staffing. He also has a unique background in visual storytelling, having interned with a photojournalist from TIME Magazine and covered major events such as the 2004 presidential election and the World Series. Walter’s focus at MeeDerby is to source and recruit top managers and executives for the Staffing Industry, with a special emphasis on his hometown of Chicago.









