Sales Development Representative (Feb 2027 Start Date)

Toro TMS; Chicago (IL); On-site; USD 60,000 - 110,000; Full time

Benefits offered by this job

Comprehensive medical, dental, and vis

Unlimited PTO

401(k) Empower

Job summary

Toro TMS Inc. is hiring a Sales Development Representative to drive initial engagement with carriers from our downtown Chicago office. You will train with an experienced sales team and become a product expert while building a pipeline for our Account Executives.

This is an early-stage startup role with clear growth potential and a focus on professional development. You will generate and qualify new opportunities using cold outreach and inbound responses.

Qualifications

• Experience in a customer-facing role such as sales, retail or service industry.
• Willingness to learn and be coached in a fast-paced startup environment.
• Desire to build a career in software sales.

Responsibilities

• Generate and qualify new opportunities for Account Executives to convert into customers.
• Use prospecting tools and techniques, including cold calls and responding to inbound leads.
• Become a product and industry expert to position Toro effectively.
• Collaborate with the Account Executive Team for strategic outreach and handoff.
• Conduct discovery calls to qualify or disqualify leads.
• Maintain relationships with carriers and represent Toro professionally as the first point of contact.
• Consistently achieve monthly quota of qualified opportunities and sourced ARR.

Skills

Customer-facing experience

Cold calling

Startup mindset

Job description

Chicago

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
• Comprehensive medical, dental, and vision coverage
• Unlimited PTO
• 401(k) policy managed by Empower

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.