About Toro TMS
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 asset-based carriers. From load management and dispatch, to accounting and driver payroll, we provide a single software solution to help trucking companies move more loads.
About the Role
Sales Development plays a critical role in Toro TMS’s growth across the U.S. In this role, you’ll lead a growing team of outbound SDRs responsible for targeting, engaging, qualifying, and scheduling meetings with high-potential customers. We’re looking for a leader who can design, implement, and manage strategies that generate pipeline and help achieve quarterly sales targets. You’ll also be instrumental in developing a strong team culture, providing mentorship and coaching that prepares your team for future roles within Toro TMS.
This position reports to the Head of Sales Development and will lead team members on the Sales Development Team. The role is based in our downtown Chicago HQ and can expect to be in office 5 days a week.
You’re excited because you will…
- Build and Grow a High-Performing Team
You’ll be responsible for sourcing, interviewing, and hiring top SDR talent to scale the team. You’ll continuously assess strengths and opportunities within the team to provide tailored management and targeted coaching. - Drive Strategic Sales Performance and Regional Collaboration
You’ll actively support front-line SDRs, ensuring quality prospecting activity, providing coaching for success, and assisting on strategic opportunities. You’ll also integrate SDR efforts with sales goals to drive alignment and measurable results. - Lead with Empathy and Effective Communication
You’ll foster a positive, performance-driven team environment in a high-volume, fast-paced setting, acting as a supportive leader who inspires, challenges, and motivates. - Contribute to Toro TMS’s Growth and Culture
You’ll be a key driver in expanding our market presence and will model Toro TMS’s values of thinking longterm, focusing on our customers, empowering great people, and directly influencing the company’s success in the transportation management space.
Why Join Us?
At Toro TMS, we believe in empowering our people and fostering a supportive, innovative environment. When you join us, you'll find:
- A Culture of Growth: We invest in our employees' professional development, offering mentorship, learning opportunities, and clear paths for advancement within our rapidly expanding company
- Meaningful Impact: Be part of a team that's genuinely transforming the trucking industry with cutting-edge technology, directly contributing to our customers' success and our collective growth
- Comprehensive Benefits:
- Comprehensive medical, dental, and vision coverage to support your well-being
- Unlimited PTO to ensure work-life balance and provide flexibility
- 401(k) policy managed by Empower to help you plan for your future
- Gym membership
- Vibrant Chicago HQ: Work from our dynamic downtown Chicago office, collaborating with a passionate and driven team.
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
- Lead and manage an outbound SDR team responsible for prospecting, qualifying, and scheduling meetings
- Design, implement, and manage strategies that generate sales pipeline and help achieve quarterly targets
- Source, interview, and hire Sales Development Representatives to scale the team
- Provide mentorship, coaching, and performance management to prepare team members for future roles
- Integrate SDR efforts with sales goals and collaborate regionally to drive alignment and results
- Work in-office at Toro TMS downtown Chicago HQ five days a week
Toro TMS Compensation & Benefits Highlights
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Healthcare Strength — Aetna medical is offered with multiple plan options, and the employer covers the employee‑only premium at a Gold‑equivalent level alongside included dental and vision. FSA/HSA and mental health benefits further reinforce the breadth of healthcare support.
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Leave & Time Off Breadth — Unlimited PTO is paired with 11 paid federal holidays and paid sick days. Company‑wide vacation practices are also noted, supporting meaningful time away from work.
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Parental & Family Support — Paid parental leave provides 12 weeks for primary caregivers and 6 weeks for non‑primary caregivers for birth or adoption. This strengthens family support once eligibility is met.
Toro TMS Insights
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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