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Updated 2026-06-16 21:00 UTC·© 2025–2026 RoleSuite
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Account Sales Representative

Loadsmart · Chicago

ARE YOU INTERESTED IN JOINING A HYPER-GROWTH LOGISTICS TECH COMPANY?

Loadsmart is a growth-stage start-up technology company valued at over $1 billion (a tech unicorn), led by a leadership team of logistics veterans and experienced engineers, product leaders and data scientists continuing to disrupt this $800 billion industry.

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!

• Comprehensive Medical, Dental, and Vision insurance plans

• 401k Match up 

• Loadie Time Off - PTO and sick days without a limit with Manager approval

• Short and Long Term Disability Insurance covered 100% by the company

• Teledoc (remote doctors) and Talkspace (mental health counseling) membership fees covered 100% by the company

• Commuter benefits and membership with CITI (NYC)/Divvy bike (CHI).

• All of our team goes through a 10-week onboarding training, assigns an internal buddy to help you navigate your way around, and continuous education to help you further your career

• We offer career paths with quarterly developmental reviews, promotions, and raises (based on your performance; ask your recruiter about our automatic CLEAR career progression program!)

 

Apply today!

 

Job Type: (Exempt)

Sales pay context

Based on 5,366 disclosed Sales salaries on RoleSuite, the role pays a median of $119K/year, with most offers between $81K and $170K (10th–90th percentile: $65K–$236K).

This posting lists $45K–$50K, below the $119K market median.

See the full Sales salary breakdown →
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