Sales Development Representative- ShipperGuide TMS

loadsmart· Digital Sales
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📍 ChicagoFull Time💰 USD 53K–55K

About this role

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.

Loadsmart is a growth-stage start-up technology company valued at over $1 billion (a Tech Unicorn)! Our Digital Sales team is growing! We are seeking a passionate Sales Development Representative to support outbound motions for ShipperGuide TMS. 
 
Job Type: Exempt
 
DEPARTMENT: Digital Sales 
 
LOCATION: Chicago HQ 

WHAT YOU GET TO DO:

  • Research and prioritize target warehouse and distribution companies and their key decision-makers
  • Engage senior executives through high-volume outbound (phone, email, social)
  • Book qualified intro meetings for Account Executives
  • Confidently communicate the value of Loadsmart’s digital solutions
  • Develop SaaS sales skills with a clear path to a closing role
  • Contribute to a high-performance, winning sales culture
  • Help craft creative, compelling outbound messaging for ideal customers

YOU HAVE EXPERIENCE:

  • 0–1+ years of sales or lead generation experience with a track record of hitting goals
  • Strong communication, customer engagement, and organizational skills
  • High energy self-starter with a growth mindset and ownership over learning and success
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 
 
*Applicants must be currently authorized to work in the United States on a full-time basis. Loadsmart will not sponsor applicants for work visas.
 
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.

Frequently Asked Questions

What is the salary for the Sales Development Representative- ShipperGuide TMS role at loadsmart?
The listed salary for this Sales Development Representative- ShipperGuide TMS position at loadsmart is USD 53K–55K. This is an Full Time role.
Where is the Sales Development Representative- ShipperGuide TMS position at loadsmart located?
This Sales Development Representative- ShipperGuide TMS role at loadsmart is based in Chicago. The position is listed as on-site or hybrid. Check the full job description or apply directly to confirm the work arrangement.
Is the Sales Development Representative- ShipperGuide TMS role at loadsmart full-time or part-time?
This is listed as a Full Time position. It is posted as a Sales Development Representative- ShipperGuide TMS role in the Digital Sales department at loadsmart.
Which team or department does the Sales Development Representative- ShipperGuide TMS at loadsmart belong to?
This Sales Development Representative- ShipperGuide TMS position is part of the Digital Sales department at loadsmart. See the full job description for more information about the team structure and responsibilities.
How do I apply for the Sales Development Representative- ShipperGuide TMS position at loadsmart?
Click the "Apply Now" button on this page. You will be redirected to loadsmart's official application portal hosted on lever where you can submit your application directly.
When was the Sales Development Representative- ShipperGuide TMS job at loadsmart posted?
This Sales Development Representative- ShipperGuide TMS position at loadsmart was posted on Aug 12, 2026. Apply as soon as possible — early applications are often reviewed first.
Sales Development Representative- ShipperGuide TMS
loadsmart · 💰 USD 53K–55K
Apply for this role ↗

You'll be redirected to loadsmart's official application page on Lever.