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

Toro TMS Inc.; Chicago (IL); On-site; USD 60,000 - 95,000; Full time

Benefits offered by this job

Comprehensive medical, dental, and vis

Unlimited PTO

401(k) with Empower

Gym Membership ($150+/month)

Job summary

Toro TMS Inc. is hiring a Sales Development Representative to join our downtown Chicago office. You will generate and qualify new opportunities for Account Executives, using cold calls and inbound leads to build a robust pipeline.

This entry-level role offers training with our sales team and a clear path in software sales. You will start in a collaborative, fast-paced startup environment, working 5 days a week with a base pay plus uncapped commissions.

Qualifications

• Recent graduate by June 2027 with customer-facing experience.
• Interest in software sales and fast-paced startups.
• Desire to learn and take coaching feedback.

Responsibilities

• Generate and qualify new opportunities for Account Executives.
• Use prospecting tools and cold outreach to build pipeline.
• Be the first impression and reflect Toro’s brand professionally.
• Collaborate with the Account Executive Team for outreach and handoffs.
• Become a product and industry expert to position Toro effectively.
• Understand the competitive landscape and differentiate Toro.
• Hit monthly quota of qualified opportunities and sourced ARR.

Skills

Customer facing

Cold calling

Startup mindset

Willingness to learn

Ambitious career-oriented

Education

Recent graduate (Graduating May 2027)

Job description

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.

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 is Monday, June 7th, 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

• 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.