Sales Development Representative (Fall '26 - Spring '27 Graduates)

Toro TMS
Chicago, IL
On-siteCareer-pivot friendly

Who this role is best for

A natural match if you have recent graduate experience and a desire to work in a startup environment.

Best fit for

  • Recent graduates with a customer-facing background and interest in startup environments
    — “Graduating November 2026 - May 2027”
  • Candidates who can thrive in a collaborative, hands-on sales environment
    — “work closely with our experienced sales team”
  • Individuals who are motivated to develop sales and product expertise quickly
    — “become both a product expert and a sales pro”

Things to consider

  • In-office commitment required, with no remote flexibility mentioned
    — “This role is an in-office role; you will be expected to work out of Toro’s downtown Chicago office 5 days a week.”
  • Role is commission-based, with potential for high earnings but also performance pressure
    — “role is structured as base pay + uncapped commission”

How to stand out

  • Highlight experience with cold outreach or door-to-door sales in your resume and interview responses
    — “Experience with cold calling or door-to-door sales is a plus”
  • Showcase your ability to quickly adapt and learn through relevant coursework or projects
    — “Willingness to learn and be coached, ability to handle feedback”
  • Emphasize your ability to represent a company professionally as a first point of contact
    — “Exhibit professionalism as the initial point of contact representing Toro”
Pace · Fast PacedCollaboration · HighAutonomy · MediumDecision Impact · Individual

Derived from job-description analysis by Serendipath's career intelligence engine.

What success looks like

  • generate and qualify new opportunities
  • conduct discovery calls
  • collaborate with the Account Executive Team
  • become a product and industry expert
  • consistently achieve monthly quota
Typical background
graduating in 2026-2027experience in customer facing positions

Skills & requirements

Required

Cold OutreachSalesProduct KnowledgeDiscovery CallsCollaboration With Sales TeamPipeline GenerationSales Skills Development

Preferred

Cold CallingDoor-to-door Sales

Stack & domain

Cold OutreachSalesProduct And Industry Expertise

About the role

Original posting from Toro TMS via Greenhouse

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. 

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

Graduating November 2026 - May 2027 (the role will start Monday, June 7th 2027)

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.

Source: Toro TMS careers (Greenhouse)

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