Drayage Sales Executive

Arrive Logistics
Chicago, IL

Who We Are

Arrive Logistics is a leading transportation and technology company in North America with plans to grow significantly year over year. Our success is a testament to our remarkable team and what we’re building together. We’re committed to providing employees with a meaningful work experience and have established an award-winning culture that supports personal and career development in a fun, casual, and collaborative environment.


Who We Want

At Arrive Logistics, we are committed to servicing our customers and exceeding their expectations through superior service. Our Drayage Sales Executive will play a key role in the continued expansion of our Drayage service offering. This role will be responsible for driving drayage engagement across the Business Development sales floor across all of Arrive’s offices. This includes but is not limited to; supporting new BD opportunities, direct selling, assisting with onboarding new accounts, retaining active accounts and managing key Customer relationships.


What You’ll Do

  • Identify, prospect, and secure new drayage business opportunities by networking with the Business Development reps across the various Arrive offices and diving into their book of business
  • Ability to lead or participate on customer sales calls as the drayage subject matter expert
  • Build strong relationships with Business Development directors, managers, and Executive Sponsors
  • Develop and execute a strategic sales plan to grow drayage revenue and market share
  • Assist with educating Business Development representatives through new hire education, certification presentations, and continued education with tenured representatives
  • Strong focus on building relationships with Freight Forwarders
  • Stay informed on drayage market trends, port conditions, rail developments, and capacity constraints to help identify opportunities while providing updates to the Business Development team and our customers
  • Develop customized drayage solutions to meet clients’ needs for port/rail drayage, transloading, and related services through collaboration with the Drayage operations team
  • Maintain and grow existing customer relationships through regular follow-up, customer reviews, and problem resolution
  • Prepare customer proposals and statements of work
  • Collaborate with the Drayage operations team to ensure smooth execution and high-service levels
  • Maintain accurate record of sales activities and customer information in the CRM
  • Represent Arrive at industry events and networking opportunities as needed


Qualifications

  • Previous sales experience in drayage, port operations, container transport, or related logistics services
  • Deep understanding of port and rail terminal operations, container drayage requirements, and the North American drayage market
  • Strong prospecting skills and a proven ability to close new business
  • Excellent communication, negotiation, presentation and relationship-building skills
  • Highly motivated self-starter with the ability to work independently


The Perks of Working With Us

  • Take advantage of our comprehensive benefits package, including medical, dental, vision, life, disability, and supplemental coverage.
  • Invest in your future with our matching 401(k) program.
  • Build relationships and take part in learning opportunities through our Employee Resource Groups.
  • Enjoy office wide engagement activities, team events, happy hours and more!
  • Leave the suit and tie at home; our dress code is casual.
  • Work in the heart of downtown Chicago, IL!
  • Sweat it out at the LifeStart gym in our office building that includes brand new Peloton bikes, top-of-the-line equipment and personal training options.
  • Maximize your wellness with free counseling sessions through our Employee Assistance Program
  • Take time to manage your physical and mental health - we offer company paid holidays, paid vacation time and wellness days.
  • Receive 100% paid parental leave when you become a new parent.
  • Get paid to work with your friends through our Referral Program!
  • Get relocation assistance! If you are not local to the area, we offer relocation packages.


$57,000 - $65,000 a year

The base salary range for this position is $57K - $65K, plus bonus and benefits. The range displayed on each job posting reflects the pay range for the position across all locations. Within the range, individual pay is determined based on work location, job-related skills, experience, relevant education or training.


Your Arrive Experience

When we say “award-winning culture,” we mean it. We’ve been recognized as a top workplace by Inc. Fast Company, Fortune, and earned Top Workplaces and Great Place to Work, to name a few. We intend on topping many more of those lists in the years to come, but we’re not in it for the trophies. We’re committed to culture because it keeps us connected to each other and invested in our shared success while having a blast along the way. Our employee-founded resource groups create communities within Arrive’s walls, including Women in Logistics, Emerging Professionals, Prisms, Black Logistics Group, Salute and Unidos.


Notice:

To ensure a safe and transparent interview process, we want to note that Arrive Logistics adheres to strict recruitment practices. Candidates undergo an interview process, and Arrive Logistics does not provide unsolicited job offers. If you have concerns about receiving a fraudulent offer, please contact [email protected] for verification.

Posted 2026-02-06

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