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

Posted 10 Hours Ago
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Chicago, IL, USA
In-Office
Entry level
Cloud • Enterprise Web • Sales • Software • Transportation
Easy-to-use TMS built for Bulk Haulers
The Role
Generate and qualify sales opportunities through cold outreach, inbound lead response, discovery calls, and relationship building with trucking carriers. Collaborate with Account Executives on outreach and lead handoffs, develop expertise in Toro’s transportation management software and industry, understand competitors, and consistently achieve qualified-opportunity and sourced-ARR quotas. This is an in-office Chicago role designed for upcoming graduates beginning careers in software sales.
Summary Generated by Built In

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
  • 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)

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.

Skills Required

  • Graduating between November 2026 and May 2027
  • Experience in a customer-facing position, such as sales, retail, or service industry work
  • Desire to work in a fast-paced startup environment
  • Willingness to learn and be coached, including ability to handle feedback
  • Ambitious and career-oriented
  • Experience with cold calling or door-to-door sales

Toro TMS Compensation & Benefits Highlights

  • Healthcare Strength Medical coverage includes multiple Aetna plan options with the employer paying the employee‑only premium at a Gold‑equivalent level and sharing dependent costs, plus dental and vision via Aetna/MetLife. Mental health support and FSA/HSA options further strengthen the package.
  • Leave & Time Off Breadth Time off includes unlimited PTO paired with 11 paid U.S. federal holidays. Paid sick days and company‑wide vacation practices support meaningful time away.
  • Parental & Family Support Parental leave provides 12 weeks for primary caregivers and 6 weeks for non‑primary caregivers for birth or adoption. Family medical leave is also available.

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The Company
HQ: Chicago, IL
80 Employees
Year Founded: 2020

What We Do

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.

Why Work With Us

We’re a fast-growing startup where you’ll work with a world-class team of startup veterans, gain hands-on experience, and grow your career quickly. With a strong track record of promoting from within, we offer real opportunities for impact, learning, and advancement in a high-growth environment.

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Toro TMS Offices

OnSite Workspace

Typical time on-site: None
HQUnion Station Building

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