Entry Level Sales
Company: Redwood Logistics
Location: Chicago
Posted on: February 14, 2026
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Job Description:
Job Description Job Description Entry Level Sales Reports To:
Director of Training Location: Chicago, IL Environment: Onsite 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 a Carrier Development Representative
working within our freight brokerage, you will be responsible for
identifying, sourcing, and developing strong business relationships
with service providers to achieve maximum profitability and
customer satisfaction, while upholding Redwood’s standard of
operational excellence. How You Make a Difference Everyday: Expand
knowledge of transportation industry within carrier sales and
Redwood operations Build and maintain new and current strategic
carrier profiles through research and networking and aligning
Redwood truckload sales opportunities Actively engage carrier
partners primarily by phone, targeting 80 dials per day Build
understanding of macro-market conditions and how it has an impact
on truckload rates and capacity Learn to and negotiate freight
rates to motor carriers to maximize profitability on a daily,
weekly, monthly, quarterly basis Coordinate available customer
freight with available motor carrier equipment, while utilizing
Redwoods internal postings Consistently provide service and support
to motor carriers to build the business relationship Learn and
execute to Redwood’s level of exceptional customer service and
resolve issues timely when needed Track and monitor shipments to
proactively address any issues or delays during transit 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 Research, contact, and develop
new carrier relationships to leverage a portfolio of carrier
networks to introduce new capacity to customer sales opportunities
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 Sales,
foodservice industry, or similar experience a plus What We Offer: A
vibrant office in the heart of Bucktown off Elston Ave, just a
short walk from the Metra/Clybourn station. 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 position is full-time
and onsite Monday through Friday from 7:00 AM to 4:00 PM or 8:00 AM
to 5:00 PM with an hour break, but flexibility is available based
on coverage. Compensation Range: $45,000 - $49,500 competitive
commission program This position is eligible to earn monthly
incentives based on individual and company performance. 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, the geographical location in
which the applicant lives and/or which they will be performing the
job, and the budgeted funds for this role. 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.
Keywords: Redwood Logistics, Elkhart , Entry Level Sales, Sales , Chicago, Indiana