Business Development Executive - Challenger (Chicago, IL)

Challenger Motor Freight is an equal opportunity employer committed to creating a diverse, inclusive, and accessible workplace. We welcome applications from women, visible minorities, Indigenous peoples, persons with disabilities, and all qualified individuals.

If you require an accommodation at any stage of the recruitment process, please contact us at accessibility@challenger.com and we will work with you to meet your needs.

Challenger Motor Freight Company Profile:
Challenger, part of the Fastfrate Group, is a leading North American transportation and logistics provider, offering Full Truck Load (FTL) services across North America, supported by integrated logistics solutions. With advanced fleet capabilities, modern facilities, and a strong commitment to service excellence, Challenger supports a wide range of industries with safe, reliable, and efficient operations.

Employees at Challenger are part of a performance‑driven culture focused on safety, innovation, and continuous improvement. Through advanced technology, ongoing training, and diverse career opportunities across driving, operations, maintenance, logistics, and administration, Challenger provides an environment where motivated individuals can build long‑term, rewarding careers.

Why you’ll love working here:

A workplace where you can learn, grow, and build your career

A culture that encourages new ideas and continuous improvement

Supportive leaders who provide guidance while giving you autonomy

A team‑focused environment

A competitive total‑rewards package, including group benefits and a company‑sponsored retirement savings plan

Support for professional memberships, training, and certifications

The Opportunity:
This is your chance to join a team where your work truly makes an impact. In this role, you will contribute directly to the success of our customers, our operations, and the Fastfrate Group as a whole. You’ll work in a supportive environment that values collaboration, problem‑solving, and continuous learning.

Role Summary:
The Business Development Executive is responsible for directing sales efforts to expand our customer base through generating new business and share of wallet growth while ensuring that sales targets are met or exceeded.

The Business Development Executive will work closely with internal and external customers as an integral part of our aggressive growth plans in North America. This is an exciting opportunity for a sales professional who enjoys a fast pace and can work well independently and with a team.

Hours of Work:
Monday to Friday, 8:00am–5:00pm

Work Arrangement:
Hybrid (1 – 2 days in office)

Position Type:
Non-Union

Employment Status:
Permanent

Compensation:
Salary Range: $75,000 to $85,000 USD

Work Location & Environment:
444 N Wells St. Suite 301, Chicago IL, 60654

Office environment

Key Accountabilities:

Generating leads through cold calling, networking and referrals

Managing a balanced sales funnel, executing all steps of the sales process from target to close to continually secure new business

Exceed all standards for prospecting calls, presentations, proposals and closes

Maintaining and growing a client account base

Ensure a high level of customer satisfaction maintaining close contact with all customers – including follow up on concerns or other issues

Provide a solution‑based sales approach to drive new business with high end premium customers with high value products

Negotiate contracts and rate agreements

Develop, execute and monitor strategic and tactical goals to maximize sales, profit and to ensure sales targets are met or exceeded

Provide documented activity reports of your sales efforts on a daily, weekly and monthly basis

Provide ongoing reporting and analysis, including territory trending, sales reports/analysis, CRM reports, trade spending analysis, expense reports, etc.

Follow all company policies, ethics and company procedures

Perform other duties as required

Qualifications
We’re looking for someone who brings:

Education & Experience:

Post‑secondary degree and/or coursework in Business Administration/Commerce is preferred but not essential if candidate has appropriate sales training or experience

2‑5 years in 3PL /freight brokerage sales

Proven track record of selling net new business

Skills & Attributes:

Excellent knowledge of North American transportation modes and customers

Extremely organized, flexible, proactive and creative

Excellent selling, presentation and communication skills

PC competency in PowerPoint, Word and Excel program

Strong MS Office skills

Strong time management skills

Creative and effective problem‑solving ability

Excellent knowledge of North American transportation modes and customers

Detail and deadline oriented, with the ability to effectively prioritize and multi‑task in a busy environment to meet tight deadlines

Strong verbal communication skills and interpersonal skills

Strong customer service focus

Ability to deal with rejection

Proven ability to build and maintain strong business relationships

Possession of a valid license

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