Skip to content

Loadsmart

Enterprise Sales Development Representative

Compensation
$55K–$60K / yr
Location
Chicago, US
Arrangement
On-site
Employment type
Full-time
Posted
2 September 2026 (28 days ago)

Checked 16 days agoApplications go to the employer, never to RoleSprint

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.

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.

Our Digital Sales team is growing, and we're looking for a Senior Sales Development Representative to join us! In this role, you'll support our enterprise sales team and help drive outbound efforts for our Dock & Yard SaaS Division. Job Type: Exempt DEPARTMENT: Digital Sales LOCATION: Chicago HQ

WHAT YOU GET TO DO: • Research Loadsmart’s target distribution facility and warehouse companies and identify the most relevant key decision-makers

• Initiate conversations with senior executives with high-volume outreach via phone, email, and social media

• Gather insight on target accounts through conversations and effective questioning

• Document information in Salesforce to form detailed and accurate account profiles

• Insightfully vet accounts against target criteria to distinguish productive vs. unproductive leads

• Set up introductory sales meetings for our Enterprise Account Executives with key decision makers at qualified accounts

• Adeptly articulate the value of Loadsmart’s digital solutions and constantly work on improving product knowledge and sales skills

• Establish a working knowledge of Loadsmart’s 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.

• Continually upgrade the prospecting cadence and messaging by collaborating with your fellow SDR’s, account executives and leaders

REQUIRED QUALIFICATIONS: • 1-2+ years of experience in direct sales or lead generation with a consistent track record of achieving quota

• SaaS experience preferred

• Excellent communication, customer service and project management skills

• Enthusiasm and high degree of energy

• Willingness to work in a highly entrepreneurial and teamwork oriented environment

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.

Work location

  • Chicago, US

Related jobs

Ready to make a decision?

This role is either worth your time or it isn’t.

Analyze the posting against your experience, see the gaps clearly, and build the right materials only if the opportunity makes sense.

Nothing is submitted automatically. You choose what happens next.

About this listing

Published on Lever under the board identifier Loadsmart, which is the name the employer’s own job board carries. RoleSprint has not verified the company’s registered or trading name, so it is shown exactly as published rather than tidied up.

RoleSprint is not the employer and not a recruiter. Applications are made on the employer’s own site and never reach us; what RoleSprint does is help you decide whether a role is worth your time and prepare for it if it is.

Published 2 September 2026, last checked 16 days ago. A posting stops being advertised here 90 days after the employer published it, and one the employer takes down is marked closed rather than quietly removed.

More searches like this one

Browse all current openings

No credit card requiredStart free