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Sales Development Representative (Feb 2027 Start Date)

Toro TMS Open
Chicago Junior Sales Development

At a glance

Junior Sales Development role at Toro TMS. Chicago · no salary stated · we estimate $55,000–$68,875.

Estimated pay

Toro TMS has not published a salary for this role. The figure below is our estimate, not theirs.

$55,000 – $68,875
What the middle half of entry-level sales development roles in Chicago paid, among postings that did state a salary.
Worked out from 40 postings that stated pay, median $60,000. Last updated Nov 3, 2026.
RoleSales Development
SeniorityJunior
LocationChicago
PostedNov 3, 2026
Role brief

growthroles summary, based on the employer's posting.

What you'll do

  • Find prospective carrier customers through cold calls, other outbound outreach and replies to inbound leads
  • Run discovery conversations to decide whether leads are qualified for an Account Executive
  • Coordinate targeted outreach and pass qualified opportunities to the Account Executive team
  • Learn the product, trucking industry and competitors so you can explain Toro’s position
  • Meet monthly goals for qualified opportunities and sourced annual recurring revenue

What you bring

  • You have worked in a customer-facing role, such as sales, retail or service
  • You can start in Chicago in early February 2027

Who this fits

This junior role suits someone starting a software sales career who wants training, coaching and feedback. You’ll work from Toro’s downtown Chicago office five days a week, beginning in early February 2027. The role combines a base salary with uncapped commission.

From the employer

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.

Opportunity

Sales Development work from LinkedIn, X, Reddit and Upwork, in one list.

Each morning you get everything that fits, strongest first.

Sales Development

Find me work

By the team behind growthroles.

Find me work
Opportunity

Sales Development work from LinkedIn, X, Reddit and Upwork, in one list.

Each morning you get everything that fits, strongest first.

Find me work

By the team behind growthroles.