Sales Development Representative (Feb 2027 Start Date)

Toro TMS•Chicago, IL

3d•Onsite

About The Position

Toro TMS is replacing fragmented, outdated trucking software with a modern, end-to-end transportation management system built for asset-based carriers. Its system brings together load management, dispatch, driver pay, and invoicing. The Sales Development Representative is an early-career opportunity within Toro’s growing sales organization. The role receives training from and works closely with the experienced sales team to develop product expertise and sales skills. The representative generates and qualifies opportunities for Account Executives by prospecting with a combination of sales tools and techniques, including cold calls, and by responding to inbound leads. The role is based in Toro’s downtown Chicago office five days a week, with a start date in early February 2027. Compensation is structured as base pay plus uncapped commission.

Requirements

Be able to start in Chicago in early February 2027.
Have experience in a customer-facing position, such as sales, retail, or the service industry.
Want to work in a fast-paced startup environment.
Be willing to learn and be coached, and be able to handle feedback.
Be ambitious and career-oriented.

Nice To Haves

Experience with cold calling or door-to-door sales.

Responsibilities

Use cold outreach skills and build relationships with carriers.
Represent Toro professionally as the initial point of contact.
Conduct discovery calls to qualify or disqualify leads.
Collaborate with the Account Executive team on strategic outreach and effective handoffs.
Become an expert in Toro’s product and the trucking industry.
Understand the competitive landscape and determine how to position Toro effectively.
Consistently achieve monthly quotas for qualified opportunities and sourced ARR.