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Afterhours and Weekend Carrier Sales Representative (Part Time)

Redwood Logistics
Chicago, IL Part Time
POSTED ON 8/29/2026
AVAILABLE BEFORE 10/28/2026

Afterhours and Weekend Carrier Sales Representative

Reports To: Director of Training

Location: Chicago, IL

Environment: Onsite/hybrid

Who We Are:

Recognized by Gartner in their Modern 4PL Market Guide, Redwood Logistics is at the forefront of industry innovation. Our cutting-edge supply chain technology pairs with the expertise of our brilliant minds to empower logistics execution across North America and Mexico.

Leveraging a comprehensive range of services, data-centric network solutions, and a seamlessly integrated platform, we have established our prominence as a key player in the mid-market segment within the freight tech industry.

Whether you’re just starting your career or are an established professional looking for your next opportunity, Redwood inspires innovation across teams to provide transformative solutions for our customers.

Purpose of Your Work:

As an Afterhours and Weekend Carrier Sales Representative, working within Redwood Multimodal (one of our entities), you will be responsible for identifying, sourcing, and developing strong business relationships with service providers to achieve maximum profitability and customer satisfaction.

How You Make a Difference Everyday:

  • Track load life cycle from shipment to delivery with an emphasis on inbound & outbound phone calls, but also utilize electronic means of tracking
  • Communicate relevant freight updates to customers and/or internal carrier & operations teams
  • Provide and negotiate freight rates to motor carriers (and internal sales team as needed), ensuring maximum profitability on a daily, weekly, monthly, quarterly basis
  • Coordinate available customer freight with available motor carrier equipment
  • Consistently provide service and support to motor carriers to build the business relationship
  • Maintain a file of all open truck shipments and of records of trailers in assigned areas
  • Communicate with motor carriers to schedule trucks and resolve issues
  • Verify all freight charges, confirm receipt of Bill of Lading, and resolve all payables discrepancies prior to final payment to motor carrier
  • Monitor Bill of Lading discrepancies to ensure proper return of commodity is arranged, as necessary
  • Perform other related duties as assigned

You’ve Got This?

  • Excellent communication, networking, negotiation and problem-solving skills
  • Results-driven
  • Thrives in a fast-paced environment
  • Flexible; ability to change focus quickly to meet the demands of market conditions and/or company needs
  • Logistical planning, routing, or dispatch experience a plus

What We Offer:

  • Access to experts and resources for your Learning & Development journey
  • Opportunity for internal mobility
  • Employee referral bonus program
  • Employee Resource Groups (ERGs)
  • Annual fundraising and volunteer events to give back to communities
  • Paid time off, floating holidays, time off to volunteer and rollover
  • Paid parental leave
  • Medical, dental, vision and 401k plans (with match)
  • Flexible spending account, mass transit and dependent care plans available
  • Health savings account, with a annual company contribution for plan participants
  • Short-term and long-term disability; life insurance policies subsidized by company
  • Additional benefits including pet insurance, accident care, access to legal advice and more

Work Schedule:

This is a part-time, onsite/hybrid position. Employees will work 4–5 hour shifts scheduled within the 10:00 a.m. to 8:00 p.m. operating hours, Monday through Friday. Weekend shifts are mandatory, and employees will be required to work scheduled Saturday and Sunday shifts based on coverage needs. Some scheduling flexibility may be available.

Compensation Range:

Salary Range:

$20.00/Hourly

The estimated pay range reflects an anticipated range for this position. The actual base salary offered will depend on a variety of factors, including the qualifications of the individual applicant for the position, years of relevant experience, specific and unique skills, level of education attained, certifications or other professional licenses held, and the geographical location in which the applicant lives and/or which they will be performing the job.

Redwood is an equal opportunity employer. Employment decisions at the Company are based on individual merit, qualifications, abilities, and the Company’s needs and resources. The Company does not discriminate in recruiting, hiring, compensation, promotions, discipline, termination or any other aspect of employment on the basis of an individual’s actual or perceived race, color, creed, religion, sex (including pregnancy, childbirth and related medical conditions), sexual orientation, gender identity, national origin, ancestry, citizenship status, age, disability, marital status, military service or status, genetic information, arrest and conviction record, credit history, or any other basis protected by applicable law.

Hourly Wage Estimation for Afterhours and Weekend Carrier Sales Representative (Part Time) in Chicago, IL
$36.00 to $47.00
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