JobsSales Development RepresentativeChicagoSales Development Representative (Feb 2027 Start Date)

Toro TMS

Posted 2 days ago · Jobs at Toro TMS

Sales Development Representative (Feb 2027 Start Date)

Toro TMS · Chicago, Illinois, United States

Full-timeOn site0-2 yrsListed as no visa sponsorshipTransportation/Trucking/Railroad
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In short

The Sales Development Representative will act as the initial point of contact to generate and qualify new sales opportunities through cold outreach and inbound leads. They will collaborate closely with Account Executives to manage the sales pipeline and effectively hand off qualified prospects.

What they're looking for

MUST-HAVE SKILLS

Cold callingLead qualificationProspectingRelationship buildingDiscovery callsSalesCommunicationProduct expertise

ALSO MENTIONED

Sales Development RepresentativeSDRTMSTruckingSoftware SalesCold OutreachLead GenerationAccount ExecutivePipelineARR

Candidates should have experience in a customer-facing role and a strong desire to work in a fast-paced startup environment. The role requires the ability to learn quickly, handle feedback, and work on-site in Chicago starting in February 2027.

About the employer

Toro TMS

Easy-to-use TMS built for Bulk Haulers

At Toro TMS, we are on a mission to deliver technology that drives lasting improvements for the trucking industry. Our dedicated team has built an easy-to-use, modern end-to-end TMS specifically designed for bulk haulers. From load management and dispatch, to accounting and driver payroll, we provide a single software solution to help our customers move more loads.

INDUSTRY
Transportation/Trucking/Railroad
COMPANY
Privately Held
FOUNDED
2020
HEADQUARTERS
Chicago, Illinois
SIZE
51-200on LinkedIn
OFFICES
1 on LinkedIn
OPEN HERE
2 roles

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Questions about this role

Is this Toro TMS role remote?
Tagged on site.
Does it sponsor visas?
Listed as no visa sponsorship.
What experience does it ask for?
Listed as 0-2 years.

The posting, in full

Sales Development Representative Trucking runs on pen and paper or software built decades ago, and most carriers are stitching together a half-dozen tools that don't talk to each other. We're replacing all of it. Toro is a modern, end-to-end TMS built specifically for asset-based carriers — the companies that own the trucks and employ the drivers. Load management, dispatch, driver pay, invoicing: one system. More loads moved. Invoices out the door faster. Drivers paid correctly and on time. This is what it means to run on Toro TMS.

▶ READ THE FULL POSTING

Sales Development Representative

About Toro TMS

Trucking runs on pen and paper or software built decades ago, and most carriers are stitching together a half-dozen tools that don't talk to each other. We're replacing all of it.

Toro is a modern, end-to-end TMS built specifically for asset-based carriers — the companies that own the trucks and employ the drivers. Load management, dispatch, driver pay, invoicing: one system. More loads moved. Invoices out the door faster. Drivers paid correctly and on time. This is what it means to run on Toro TMS.

About the role

As a Sales Development Representative, you will play a key role as the tip of the spear in our growing sales organization. You will receive training from and work closely with our experienced sales team to become both a product expert and a sales pro. This is a fantastic opportunity for anyone looking to build a career in software sales or for anyone who is interested in working in an early stage start-up.

You will be responsible for generating and qualifying new opportunities for our Account Executives to convert into customers. You will create this pipeline using a combination of prospecting tools and techniques, including cold calls and responding to inbound leads. You’ll have the opportunity to master sales skills in a fast-paced environment that supports professional development.

This role is an in-office role; you will be expected to work out of Toro’s downtown Chicago office 5 days a week. The start date for this role will be in early February 2027.

Responsibilities

  • Leverage cold outreach skills and build relationships with carriers
  • Exhibit professionalism as the initial point of contact representing Toro
  • Conduct discovery calls to qualify or disqualify leads
  • Collaborate with the Account Executive Team for strategic outreach and effective handoff
  • Become a product and industry expert
  • Understand the competitive landscape and determine how to best position Toro
  • Consistently achieve monthly quota of qualified opportunities and sourced ARR

Skills / Experiences

  • Able to start in Chicago in early February
  • Experience in a customer facing position; sales, retail, service industry, etc
  • Desire to work in a fast paced startup environment
  • Willingness to learn and be coached, ability to handle feedback
  • Ambitious, career-oriented
  • Experience with cold calling or door-to-door sales is a plus

Benefits

  • Comprehensive medical, dental, and vision coverage
  • Unlimited PTO
  • 401(k) policy managed by Empower
  • FFC Gym Membership ($150+/month value)

This role is structured as base pay + uncapped commission.

Toro TMS is an Equal Opportunity Employer. Toro TMS provides equal employment opportunities to all employees and applicants without regard to race, color, gender (including pregnancy), religion, national origin, ancestry, disability, age, sexual orientation, gender identity or expression, marital status, language, ancestry, genetic information, veteran and/or military status or any other group status protected by federal or local law. If you require reasonable accommodation for the application and/or interview process, please notify a representative of the Human Resources Department.

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This listing comes from Toro TMS's own careers site. Apply links go to the employer. Company facts are from Toro TMS's public profile. Last checked 6 Nov 2026.