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Senior Account Executive

Chicago, IL
Job ID 10536

Company Description

Let’s be honest, there are a lot of logistics companies out there. What makes this one different is how they treat people, both clients and their own team.

Our client has built a strong reputation in global freight, customs, and supply chain support, but their real strength is how they show up day to day. They value relationships, they back their people, and they give their sales team the tools and trust to actually succeed.

If you are looking for a place where you are more than just a number on a leaderboard, this is worth a serious look.

Compensation

This role is built for someone who wants to earn.

  • Strong base salary
  • Uncapped commission with real upside
  • Full benefits package
  • Support for client meetings and business development
  • The chance to build a book of business that pays off long-term

The Opportunity

If you enjoy the hunt, this role will feel natural.

You will be focused on opening doors across the Chicago market, building relationships, and bringing in new business. The service offering is broad, covering international freight, domestic transportation, and end-to-end logistics support, which gives you a lot to work with when speaking to clients.

The hybrid setup means you will spend time out meeting clients and prospects, while still having the flexibility to manage your day, follow up, and plan from home.

This is not a sit-back-and-manage role. It is for someone who likes getting out there, having conversations, and turning opportunities into long-term partnerships.

Position Description

Day to day, you will be building your presence across Chicago and growing your territory.

  • Prospecting and reaching out to new potential clients
  • Meeting with decision-makers across the region, both in person and virtually
  • Understanding supply chain challenges and offering practical solutions
  • Presenting services across air, ocean, and domestic transportation
  • Putting together proposals that make sense for the client
  • Closing deals and building long-term relationships
  • Keeping your pipeline active and organized
  • Working closely with internal teams to ensure a smooth client experience
  • Growing a focused group of key accounts over time

Experience

  • Background in freight forwarding or logistics sales
  • Comfortable building business from scratch, not just maintaining accounts
  • Experience selling services rather than physical products
  • Familiar with how international shipping and supply chains work

Qualifications

  • You are driven and do not need to be micromanaged
  • You are comfortable speaking with senior decision-makers
  • You know how to ask the right questions and listen
  • You can explain complex services in a simple way
  • You like winning business and take pride in it
  • You follow through and keep your word

Additional Information

Date Posted: March 19, 2026
Job Type: Hybrid, Permanent, Full-Time
Industries: Freight Forwarding
Job Categories: Logistics/Distribution/Warehousing
Manages Others: No
Required Travel: Yes
Relocation Assistance: No

Learn More About the Recruiter

Deborah Milo

Deborah boasts large, multi-national clients whom are major global players in their respective industries. She unearths hard to find, talented professionals across North America and abroad for her clients’ most important positions, often in short order and always to the extreme delight of those employers with whom she has become an invaluable partner. While she works across a variety of industries, over time Deborah has carved out a particular niche and is recognized as a talent authority in the manufacturing sector and the HVAC industry.

How to Apply

Please click on the “Apply” button located elsewhere on this job posting (preferred) or email your resume to:
dmilo@stoakley.com

Existing Vacancy

This is a critical role within the organization and, following the recruitment and selection process, the selected candidate should expect to receive an offer promptly.

Use of Artificial Intelligence

We do NOT use artificial intelligence to screen, rank or select candidates. The merits of every single application will be judged by a human. AI may be used to craft correspondence or write a job posting but never in the decision making as to candidate suitability.

About Stoakley-Stewart Consultants

Stoakley-Stewart Consultants Ltd. is an Executive Search/Recruiting firm with an impressive domestic presence and strong international reach. We opened our doors in 1977 and have grown to be one of the most successful employment agencies in Canada. We house a team of top-notch consultants, each acting as a subject matter expert in their chosen field. As a result we provide professional recruiting services to clients and candidates in a variety of industries, functions and geographies. This expansive breadth of experience allows us, as a firm, to successfully satisfy all of your hiring/employment needs.  In accordance with Canadian laws, it is the policy of Stoakley-Stewart Consultants to consider all qualified individuals for available positions without regard to race, colour, religion, sexual orientation, country of origin, age, disability etc.
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