Loadsmart Inc. logo

Sales Representative

Job Overview

Location

Chicago

Job Type

Full-time

Category

Sales

Date Posted

July 9, 2026

Full Job Description

đź“‹ Description

  • • 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.

🎯 Requirements

  • • 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

🏖️ Benefits

  • • 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!)

Skills & Technologies

Remote

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About Loadsmart Inc.

Loadsmart Inc. provides digital freight brokerage and capacity-matching technology for shippers and carriers in North America. The cloud platform automates pricing, booking, and shipment execution for dry van, refrigerated, flatbed, and drayage freight. Integrations with TMS and ELD systems enable instant quotes, real-time tracking, and predictive analytics to optimize routes, reduce empty miles, and improve service levels. Founded in 2014, the company leverages AI and machine-learning models to balance supply and demand across its network of carriers and shippers.

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