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Enterprise Digital Sales Account Manager

Remote, USA Full-time Posted 2026-06-17

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 seeking an experienced sales professional who thrives in a dynamic and fast-paced global environment. In this newly created individual contributor position, you will work with newer accounts who have additional locations that you can’t wait to partner with Loadsmart. You’re a true sales professional, who is curious and consultative and loves delivering value. You have a strong sense of urgency to meet goals and you love to have fun while closing!

REPORTING TO:Sr. Director of SaaS Sales, Logistics

LOCATION: Chicago/Remote

What you get to do

  • Work with existing Loadsmart partnerships to develop and execute long-term sales plans to expand Loadsmart’s revenue
  • Own the full sales cycle, from business case development, to deal structuring and negotiating, to close
  • Develop account plans and cross-sell into a list of strategic customers, driving growth through expansion and new revenue streams
  • Maintain a healthy pipeline of accounts with defined success metrics to drive deal strategy and commercial negotiations for large, complex renewals
  • Responsible for account mapping and executing effective meetings with appropriate external stakeholders to expand the customer relationship
  • Constantly refine sales skills with sales management and sales enablement, and seek/apply constructive feedback to improve
  • Actively share Voice of Customer insights with Product and Engineering teams to enhance value and build competitive barriers
  • Strive to become a Subject Matter Expert on Loadsmart’s business, the competition, and the industry
  • Participate as an active member of the collaborative sales team and contribute to a culture of sales success
  • Conduct on-site and virtual QBRs, helping shape the future of Loadsmart’s software and customer acquisition strategies
  • You have experience

  • 4–5 years of direct sales or account management experience with expansion responsibilities, consistently exceeding quota in entrepreneurial, team-oriented environments
  • 2–3 years of experience leading complex sales cycles, including negotiations with Enterprise organizations
  • Proficient in using sales productivity tools such as Salesforce, SalesLoft, ZoomInfo, and LinkedIn Sales Navigator
  • Experience selling WMS or warehouse software services, or implementing warehouse/transportation/logistics software
  • Comfortable engaging with decision-makers in the logistics industry and understanding the challenges they face
  • Strong presentation skills, especially in in-person meetings with multiple stakeholders
  • The compensation offered for this role will be based on multiple factors such as location, the role’s scope and complexity, the candidate’s experience and expertise. In addition to your base compensation offer

    ,this role is eligible for an incentive bonus, you will also receive stock options and benefits listed below.

    Additional Information

    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

    We use AI-powered tools to assist with initial application reviews as part of our hiring process. All evaluations are subject to human oversight, and your information is handled in accordance with applicable data privacy laws.

    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.

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