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Drayage Sales Representative

Fifth Wheel Freight, Kentwood, MI, United States


Be among the first 25 applicants.

About FWF FWF is a third‑party logistics and transportation company headquartered in Grand Rapids, MI. Since our founding in 2012, we have paved the way in the transportation industry. Our award‑winning culture is devoted to empowering people and fostering an environment of excellence as we strive to uplift teammates, partners, and customers to create a lasting impact. As a 3PL we specialize in full truckload (TL), less‑than‑truckload (LTL), drayage, rail, and international ground and air freight.

Please note that this role is 100% on‑site in Kentwood, Michigan.

As a Drayage Sales Representative at FWF, you’re not just moving freight – you’re building an empire. You’ll be the driving force behind building and managing your own book of business, while working closely with our in‑house Drayage Operations team. This position provides paid training, hands‑on sales experience, and direct exposure to leadership, offering an excellent foundation for ambitious individuals seeking career growth.

What You’ll Do

Develop and maintain a robust book of Drayage‑specific business through cold‑calling and lead generation

Own the sales cycle end‑to‑end, from lead generation through close

Collaborate with the Drayage Operations team on problem resolution and consistent customer communication

Provide consultative transportation solutions to prospective and current clients

Build long‑lasting client relationships that drive referrals and lead to further sales opportunities

Set personal and professional goals that align with team objectives, continuously building sales knowledge and understanding of the freight market

Consistently meet (and ideally exceed) sales quotas and performance goals

What We Offer

Competitive base salary (dependent upon years of Sales/Drayage experience)

Comprehensive benefits package including health, dental, vision, and life insurance

401(k) retirement plan with company match

Paid time off and paid holidays

Industry‑leading training and development

Sales contests with monetary rewards

Transparent, people‑first culture

Ongoing support to create clear, personalized career goals

Discounted gym memberships

Dependent care reimbursement accounts

Employee assistance and discount programs

What You’ll Bring

1‑2+ years proven experience building a drayage‑heavy book of business

Unstoppable drive and competitive spirit

Problem‑solving mindset and eagerness to learn

Strong organizational skills and attention to detail

Strong communication skills, including active listening and confident speaking skills

Ability to thrive in a very fast‑paced environment

Proficient computer skills, including experience with MS office products such as Outlook, Word, and Excel, and the ability to learn new programs

Must be 18 years of age or older

FWF Recognition

Inc 5000 Fastest‑Growing Private Companies in America – 8 years running

Transport Topics Top Freight Brokerage Firm

Detroit Free Press Top Workplaces

Michigan Celebrates Small Business 50 Companies to Watch

West Michigan’s Best and Brightest Companies to Work For

Ready to make your ambition a reality? Bring your grit, and we’ll provide the tools and support to help you thrive. Whether you’re looking to put down roots or explore new horizons, your empire starts here.

At FWF, we embrace diversity and are committed to creating an inclusive environment where every individual is respected and valued. Our values—Show don’t tell, honor your word, impact those around you, education creates excellence, leadership beyond title, and do what it takes—guide us in promoting equal opportunity and fostering a culture that thrives on equality.

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