Account Executive, Mid-Market

Toro TMS Inc.; Chicago (IL); On-site; USD 150,000 - 220,000; Full time

Benefits offered by this job

Medical coverage

Dental coverage

Vision coverage

401(k) Empower

Unlimited PTO

Career growth

Startup environment

Job summary

Toro TMS is seeking a Mid-Market Account Executive to own the full sales cycle from outreach to close. You will travel to meet prospects in person, build a strong pipeline, and consistently hit sales targets while explaining complex transportation tech to non-technical buyers.

Join a fast-growing startup focused on modern TMS solutions for bulk haulers. The role offers competitive OTE, uncapped commission, and opportunities for rapid career growth within a collaborative, high-energy team.

Qualifications

• 2-5 years of experience in a quota-carrying sales role with closing experience.
• Proven track record of meeting or exceeding sales targets.
• Excellent communication, negotiation, and presentation skills.
• Ability to understand and clearly explain technical products to non-technical audiences.
• Self-starter, organized, and comfortable in a fast-paced, high-growth environment.
• Willing and able to travel to meet prospects in person.
• Willing and comfortable with strategic outbound prospecting.
• Prior outside sales experience is a plus.
• Prior experience in transportation, logistics, or vertical SaaS is a plus.

Responsibilities

• Own and manage the entire sales cycle from initial outreach to close
• Consistently meet or exceed quota and sales goals
• Build and maintain a robust pipeline of qualified opportunities
• Conduct discovery calls and product demos to understand customer needs
• Partner with SDRs on prospecting strategy and lead qualification
• Negotiate contracts and pricing with decision-makers
• Accurately maintain records in the CRM and provide reliable forecasts
• Travel to meet prospects and customers face-to-face as needed

Skills

Quota-carrying sales

Closing deals

Negotiation

Presentation skills

Travel readiness

Job description

About Toro TMS

We are Toro TMS, a growth-stage startup working to build the modern operating system for trucking. Our focus is squarely on building the best-in-class, end-to-end transportation management software (TMS) for bulk commodity haulers.

About the Role

We’re looking for a motivated and results-driven Mid- Market Account Executive to join our sales team. In this role, you’ll manage the full sales cycle from prospecting and discovery to closing new accounts. You’ll play a critical role in growing our customer base, building lasting relationships, and ensuring our clients realize the full value of Toro TMS. This position requires someone who is willing and able to travel to meet prospects in person when needed.

Responsibilities

• Own and manage the entire sales cycle from initial outreach to close
• Consistently meet or exceed quota and sales goals
• Build and maintain a robust pipeline of qualified opportunities
• Conduct discovery calls and product demos to understand customer needs
• Partner with SDRs on prospecting strategy and lead qualification
• Negotiate contracts and pricing with decision-makers
• Accurately maintain records in the CRM and provide reliable forecasts
• Travel to meet prospects and customers face-to-face as needed

Qualifications

• 2-5 years of experience in a quota-carrying sales role with closing experience
• Proven track record of meeting or exceeding sales targets
• Excellent communication, negotiation, and presentation skills
• Ability to understand and clearly explain technical products to non-technical audiences
• Self-starter, organized, and comfortable in a fast-paced, high-growth environment
• Willing and able to travel to meet prospects in person
• Willing and comfortable with strategic outbound prospecting
• Prior outside sales experience is a plus
• Prior experience in transportation, logistics, or vertical SaaS is a plus

What We Offer

• Competitive base salary + uncapped commission structure
• Comprehensive medical, dental, and vision coverage
• 401(k) policy managed by Empower
• Unlimited PTO
• Opportunity to join a rapidly growing startup with significant career growth potential
• Collaborative, high-energy culture with a team of startup veterans

Compensation: $150,000 - $220,000 On Target Earnings (OTE)

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.