Who We Are & Why We’re Hiring

Odyssey Logistics & Technology Corporation (Odyssey) is a leading global logistics provider known for solving complex logistics challenges. Our multi-modal expertise enables us to offer integrated freight solutions across ocean, intermodal, trucking, and warehousing with unmatched reliability. Odyssey operates as a Responsible Care® partner, consistently exceeding expectations by combining analytics, carrier relationships, specialized assets, and deep international experience.

Our culture values autonomy, self-motivation, and the entrepreneurial spirit essential for managing an independent book of business. Odyssey is growing rapidly, and we’re looking for a talented Sales Executive to join our team!

Based remotely within Chicago, IL, Odyssey is on a journey to constantly innovate logistics. We’re actively recruiting for this key, client-facing role because of our tremendous growth, and we’d love for you to be part of it.

Location:

This is a remote role based in Chicago, IL, USA.

Compensation: Base salary of $61,000 to $97,500 + Uncapped Commission

Schedule:

Full-time, remote schedule with flexibility to meet client needs and occasional visits for networking and collaboration.

Compensation & Benefits:

• Base salary of $61,000 – $97,500
• Uncapped commission structure offering substantial earnings potential
• Flexible, remote work with occasional travel to Odyssey facilities for collaboration
• Minimal travel requirements
• Full benefits package including medical, dental, vision, 401K with match, PTO, and more

All applicants must be currently authorized to work in the United States.

About the Job:

The Sales Executive will play a pivotal role in developing new business while nurturing and expanding existing client relationships. This high-impact, client-facing position is ideal for a driven sales professional looking to manage a book of business with substantial earnings potential and autonomy.

In This Role, You Will:

• Drive sales growth by selling Odyssey’s full suite of logistics services, including ocean freight (FTL and LTL), drayage, warehousing, distribution, and brokerage.
• Build and maintain client relationships, identifying opportunities to upsell and expand service lines.
• Actively pursue new business opportunities and engage with decision-makers to grow territory revenue.
• Develop account strategies and partner with stakeholders to ensure revenue goals and customer satisfaction.
• Maintain a consultative sales approach to support long-term client success.

Qualifications:

We recognize not all applicants have every skill or qualification to match a job description exactly. Odyssey values diverse experiences in other industries, and we encourage everyone who meets most required qualifications to apply. While having “preferred” qualifications make for a stronger candidate, we also welcome applicants with alternative experiences who bring something new to the table!

Required:

• 3–5+ years of demonstrated sales success within transportation, logistics, or freight forwarding.
• Strong sales and communication skills, including experience in consultative selling.
• Self-motivated, goal-oriented, and comfortable working with autonomy.
• Ability to collaborate with team members across departments to achieve client satisfaction and company goals.

Must-Have:

• Experience presenting solutions, negotiating contracts, and nurturing long-term business relationships.
• Ability to manage a book of business independently while meeting growth targets.
• Strong organizational and time management skills to thrive in a flexible remote environment.

Preferred:

• 5–10 years of experience in logistics, transportation, or freight forwarding sales.
• CRM proficiency, especially with Salesforce or similar systems.
• Experience working with high-touch client industries.

Compensation & Benefits:

We offer a comprehensive and competitive compensation and benefits package, including:

• A choice of medical plans with FSA, HRA and HSA options
• Dental Insurance
• Vision Insurance
• Company-paid Life and Disability Insurance
• 401(k) Plan with Company Match
• Employee Assistance Program
• Discounts with Preferred Vendors

No relocation allowance will be considered unless specifically addressed. All applicants must be currently authorized to work in the United States.

Odyssey is an equal opportunity employer. Qualified applicants are considered for positions and evaluated without regard to mental or physical disability, race, color, religion, gender, national origin, age, genetic information, military or veteran status, sexual orientation, marital status, or any other classification protected under applicable federal, state, or local law.

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