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Loadsmart

Account Sales Representative (January Onboarding)

Sorry, this job was removed at 08:11 p.m. (CST) on Monday, Jan 26, 2026
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In-Office
Chicago, IL
45K-50K Annually
In-Office
Chicago, IL
45K-50K Annually

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ARE YOU INTERESTED IN JOINING AN INNOVATIVE LOGISTICS TECHNOLOGY COMPANY?

Loadsmart is a growth-stage technology company valued at over $1 billion (a true Tech Unicorn)!

We are a collection of industry veterans and user-centered engineers using innovative technology to fearlessly reinvent the future of freight by helping shippers, brokers, warehouses and carriers to move more with less.

With headquarters in Chicago and a globally distributed remote team, Loadsmart continues to attract top talent committed to driving meaningful change. We seek professionals who embody our core values: curiosity, clarity, results, commitment, and teamwork.

We are looking to add an Account Sales Representative who thrives in a dynamic and fast-paced global company. This position will work closely with the operations team seeking new relationships through cold calling and nurturing established relationships.

DEPARTMENT: Account Sales]
LOCATION: Chicago, IL (Onsite) 

WHAT YOU GET TO DO:

  • Actively prospect new business opportunities with high-volume outreach via cold calls, email, LinkedIn, and on-site or virtual meetings to build a pipeline of customers to sell FTL, Intermodal, and other logistics services
  • Actively manage existing clients to increase bookings, margins, and customer satisfaction
  • Identify key decision makers and business drivers, and relentlessly present the Loadsmart pitch in a compelling way
  • Adeptly guide customers through integration projects, contracts, RFPs, and onboarding processes.
  • Exhibit utmost dedication to constantly refining your sales skills. Practice frequent role play, objection handling exercises, and pitch demos. Actively seek and apply constructive feedback and data analysis observations to constantly refine your approach.
  • Become a subject matter expert on our business, including processes, operations, the competitive landscape, and remaining up-to-date on industry news. Insightfully evaluate Loadsmart’s current product offerings and roadmap. Actively share customer feedback and your own observations with Loadsmart Product and Engineering teams to enhance value for your customers.

REQUIRED QUALIFICATIONS:

  • Entry-level candidates are encouraged to apply. We're seeking individuals with 0-1+ years of sales experience or relevant coursework. 
  • You have proven relationship skills with solid negotiation capabilities and demonstrated influencing skills
  • Looking for motivated, high-energy individuals with excellent communication skills who will thrive high a pressure and fun environment
  • You are a driven, enthusiastic, and collaborative team player with a sense of urgency

WORKING AT LOADSMART:

• Competitive base salaries - we believe in rewarding top talent 
• Extremely competitive Equity package - become a shareholder in our company!
• Loadie Time Off - PTO and sick days without a limit
• Comprehensive Medical, Dental, and Vision insurance plans
• 401k Match 

At Loadsmart, we believe our biggest asset is our people. We are proud to be an equal opportunity employer, hiring and developing individuals from diverse backgrounds and experiences to add to our collaborative culture. Loadsmart treats all candidates and employees with respect and does not discriminate in our recruiting, hiring, and promoting processes, including on the basis of race, color, religion, sex, age, sexual orientation, gender identity and/or expression, national origin, veteran status, or disability.

It is the policy of Loadsmart that all offers of employment made shall be contingent upon successful completion of electronic background check(s). These checks will be job-related, consistent with business necessity and conducted by our vendor, pursuant to all applicable laws, rules, policies and procedures of our candidates' specific locale.

HQ

Loadsmart Chicago, Illinois, USA Office

150 N Michigan Ave, Ste 1900, Chicago, IL, United States, 60601

What you need to know about the Chicago Tech Scene

With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.

Key Facts About Chicago Tech

  • Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
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  • Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
  • Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
  • Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
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