Enterprise Sales Manager, Logistics SaaS at Loadsmart | Powderkeg

Location: Chicago / Remote

Employment Type: Full-Time

Team: Digital Sales


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

We are looking to add an ambitious Enterprise Sales Manager to our team! We are seeking a competitive hunter with a strong detail hook, who listens intently and manages complex sales cycles expertly through a consultative approach. Your competitive fire can’t be contained and is proven through net new logo acquisition.

You will partner with clients and identify technical solutions to solve their business challenges through a consultative sales approach. You’re curious, driven and a true optimist who is adept at building rapport with both prospects and clients. We are the leader in the industry but know we need to keep our foot on the gas to keep winning; thus we need Enterprise Sales Managers with a strong sense of urgency to achieve their mission while having fun along the way!

DEPARTMENT: Digital Sales

LOCATION: Remote or at the Chicago office (hybrid)


  • Drive complex sales cycles for logistics SaaS solutions to Enterprise Accounts from initial contact to successful onboarding within a fast-paced sales environment.
  • Work with your Sales Development Representatives and Marketing to build and manage a strong pipeline of prospective customers
  • Deliver new opportunities through self generated prospecting efforts
  • Constantly refine your sales skills with sales management and sales enablement as well as seek and apply constructive feedback to constantly refine your approach.
  • Actively share customer feedback and your own observations with Loadsmart’s Product and Engineering teams to enhance value for your customers.
  • Become a subject matter expert on our business, including processes, operations, the competitive landscape, and remaining up-to-date on industry news.
  • Participate as an active member of our collaborative sales team and contribute to our culture of sales success while having autonomy to own the full sales cycle.


  • 3 years of selling experience with documented success in complex sales cycles of Logistics SaaS

  • Freight Tech Experience or relevant Supply Chain or Logistics experience, preferably former experience selling TMS

  • Experience selling to mid-market and enterprise customers and fortune 1000 accounts

  • Proven experience negotiating contract terms and conditions with decision makers

  • Desire to prospect pipeline - a Hunters mentality

  • Ability to serve as a trusted advisor throughout the full sales cycle.

  • Due to position requirements, this position cannot be performed in New York City or the states of Colorado, Washington, or California.


• 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 (US applied)

• 401k Match

Apply today!

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.

Job Summary
  • Job Title
    Enterprise Sales Manager, Logistics SaaS
  • Company
  • Location
  • Employment Type
    Full time
Ready to apply?
Ready to apply?