Sales Development Representative- ShipperGuide TMS

Loadsmart loadsmart.com Open · verified Sep 24, 2026

On-site Chicago Full-time Junior Sales Development

At a glance

Entry-level Sales Development role at Loadsmart. Chicago · full-time · $53,000–$55,000 base.

SalaryStated by Loadsmart

$53,000 – $55,000

Base salary for this role, in USD per year, as published in the posting.

RoleSales Development

SeniorityJunior

LocationChicago

WorkplaceOn-site

EmploymentFull-time

Base pay$53,000–$55,000

PostedAug 12, 2026 · 6w ago

Role brief

Growth Roles summary, based on the employer's posting.

What you'll do

Research warehouse and distribution targets plus the decision-makers involved
Reach senior leaders through frequent phone, email, and social outreach
Set qualified introductory meetings for Account Executives
Explain the value of Loadsmart’s digital solutions with confidence
Help develop outbound messages that resonate with target customers

What you bring

Up to one year or more in sales or lead generation, with goals achieved
Clear communication, customer engagement, and organizational ability
Self-directed energy, a growth mindset, and ownership of your development

Who this fits

You’ll suit an early-career sales role focused on outbound prospecting, meeting generation, and building SaaS selling skills. The job is based onsite at Loadsmart’s Chicago headquarters. You must already have full-time US work authorization, and the company will not sponsor work visas. Offers depend on successful electronic background checks.

From the employer

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.