Sales Development Representative

Sorry, this job was removed at 02:11 a.m. (CST) on Thursday, May 07, 2026
Chicago, IL, USA
In-Office
53K-55K Annually
Logistics • Software • Transportation
The 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 looking for a passionate Sales Development Representative for our team! We are seeking a dedicated representative to support our digital sales team to support our outbound motions in our Dock & Yard SaaS Division.
 
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.

Loadsmart Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Loadsmart and has not been reviewed or approved by Loadsmart.

  • Leave & Time Off Breadth Unlimited PTO (“Loadie Time Off”) and sick time are described in postings as available without a limit, broadening flexibility for time away. Availability is noted across many U.S. roles, though exact application can vary by position and location.
  • Healthcare Strength Comprehensive medical, dental, and vision coverage is consistently cited in job postings, indicating a solid core health offering. This breadth forms a standard tech-style benefits baseline for U.S. employees.
  • Equity Value & Accessibility Stock options are frequently offered and positioned as competitive alongside base pay and other benefits. This ownership component is presented as a meaningful part of total rewards.

Loadsmart Insights

Similar Jobs

Easy Apply
Hybrid
Chicago, IL, USA
100 Employees
55K-65K Annually

LogicGate Logo LogicGate

Sales Development Representative

Cloud • Information Technology • Security • Software
Easy Apply
In-Office
Chicago, IL, USA
202 Employees
68K-74K Annually

The WFS Group Logo The WFS Group

Sales Development Representative

Agency • Professional Services • Sales • Consulting
In-Office or Remote
27 Locations
34 Employees
55K-65K Annually
In-Office
Chicago, IL, USA
1000 Employees
80K-80K Annually
Get Personalized Job Insights.
Our AI-powered fit analysis compares your resume with a job listing so you know if your skills & experience align.

The Company
HQ: Chicago, IL
732 Employees

What We Do

We are industry veterans and data-scientists using innovative technology to fearlessly reinvent the future of freight. As the ‘nerds of logistics’, we seek intelligence in data to solve deep-rooted inefficiencies in the industry. We give shippers, brokers and carriers access to our data connections (linking supply and demand) and suite of award-winning solutions to strike the perfect balance of cost and service. We’re creating a more efficient and environmentally responsible way to move more with less. For more information, please visit: https://loadsmart.com

Similar Companies Hiring

Milestone Systems Thumbnail
Artificial Intelligence • Other • Security • Software • Analytics • Big Data Analytics
Lake Oswego, OR
1500 Employees
Fairly Even Thumbnail
Hardware • Other • Robotics • Sales • Software • Hospitality
New York, NY
30 Employees
Kepler  Thumbnail
Fintech • Software
New York, New York
6 Employees

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account