Enterprise Sales Development Representative

Loadsmart loadsmart.com Open · verified Sep 16, 2026

On-site Chicago Full-time Junior Sales Development

Entry-level Sales Development role at Loadsmart. Chicago · full-time · $55,000–$60,000 base.

SalaryStated by Loadsmart

$55,000 – $60,000

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

Role brief

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

What you'll do

Research distribution and warehouse targets, then find the decision-makers most relevant to each account
Reach senior executives through frequent phone, email, and social outreach
Question prospects, capture findings in Salesforce, and build accurate account profiles
Assess prospects against target standards and arrange qualified introductory meetings for enterprise account executives
Explain Loadsmart’s digital offering while sharpening product knowledge, messaging, and prospecting with sales teammates

What you bring

Bring direct sales or lead-generation experience with a consistent record of meeting quota
SaaS experience is preferred
Communicate well and bring customer service and project management skills
Show strong energy and a willingness to work entrepreneurially with a team

Who this fits

You’ll suit a collaborative, energetic sales environment focused on outbound prospecting and continuous improvement. You’ll work onsite at Loadsmart’s Chicago headquarters. You must already have United States work authorization, as visa sponsorship is not available. Employment 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.

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.