Rewarding, fulfilling transportation jobs with a spectrum of opportunities

Milestone is an exceptional company. We value the well-being, fulfillment and success of our team members as much as we value the delivery of transportation solutions for our customers.

Transportation jobs at Milestone range from leasing specialists to corporate-level positions at our offices and branch locations across the U.S. Regardless of job title, location or function, every team member is an integral contributor to Milestone’s success. 

We enthusiastically support each other across all levels of the organization, and we are unified by the desire to exceed our customers’ expectations in a positive, uplifting environment. We’d love to have you join us. Join our team today! >

The Milestone Way

Milestone has a dynamic, supportive, high-performance culture that elevates the happiness and success of our team members, partners and customers. We call this The Milestone Way.

The Milestone Way delivers exceptional solutions, outstanding service and rewarding careers. See what The Milestone Way can do for you. Learn more >

Take advantage of our world-class benefits package

Milestone provides an outstanding benefits package that promotes the wellness and financial health of our team members and their families.

Comprehensive health insurance

Milestone team members receive top-ranked healthcare, dental, vision, and short and long-term disability insurance.

Retirement plans

Our 401k program includes employer-matched contributions to give you the peace of mind that you’re saving for a secure retirement.

Work/Life balance

At Milestone, we believe that our company is at its best when our team members are at their best. We have a flexible work environment with a generous policy regarding PTO and company paid holidays.

Career advancement

As part of our ongoing commitment to grow and advance our team members’ careers, we provide a wide range of learning, training and mentoring opportunities.

Move your career up to the best team in the industry

If you’re ready to boost your career trajectory, move up to one of the nation’s largest transportation equipment leasing companies. Come join an all-star team that’s 100% dedicated to going the extra mile.

  • Excellent compensation
  • Outstanding benefits
  • Learning opportunities
  • Collaborative environment
  • Advancement potential

Proud to be an equal opportunity employer

Milestone provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability or genetics. In addition to Federal law requirements, Milestone complies with applicable state and local laws governing nondiscrimination in employment in every location in which the company has facilities. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation and training.

Milestone expressly prohibits any form of workplace harassment based on race, color, religion, gender, sexual orientation, gender identity or expression, national origin, age, genetic information, disability or veteran status. Improper interference with the ability of Milestone’s employees to perform their job duties may result in discipline up to and including discharge.