Regional Sales Executive - Chicago, IL

Master's Transportation; Chicago (IL); Remote; USD 85,000 - 120,000; Full time

Benefits offered by this job

Generous paid time off with holidays

Competitive health insurance options

Company 401(k) with match

Job summary

Master’s Transportation is seeking a Regional Sales Manager to own a market, build a robust pipeline for our Custom Buses & Vans line, and drive profitable growth. You will spend significant time in the field, cultivating relationships with transit agencies, school districts, and private fleets, while managing the full sales cycle from prospecting to contract closure.

The role emphasizes relationship building, consultative selling, and pipeline management.

Qualifications

• Minimum of three years of sales experience with a proven track record.
• Proficiency in Microsoft Office and CRM software.
• Excellent communication and relationship-building skills.

Responsibilities

• Cover an assigned region and prospect for new business.
• Manage all sales activities including pricing, contracts, and fulfillment.
• Develop relationships with transit agencies, school districts, and private fleets.
• Maintain Salesforce data and forecast regional sales opportunities.
• Collaborate with Sales Director to grow existing business and pursue new opportunities.

Skills

Consultative Selling

Goal and Pipeline Management

Relationship Building

Product and Industry Knowledge

Results Orientation

Sales Experience

CRM Software

Microsoft Office

Education

High School Diploma

College Degree (Preferred)

Tools

CRM software

Microsoft Office

Job description

Are you a driven sales professional who likes to compete, build relationships, and win?

Master’s Transportation is looking for a Regional Sales Manager who is ready to take ownership of their market and grow the Master’s Custom Buses & Vans business. If you are a go-getter who enjoys finding new opportunities, building a strong pipeline, and turning prospects into long-term customers, this could be the opportunity for you.

You’ll have the chance to represent our custom buses and vans throughout your region while being part of a team that is focused on growth, results, and winning together.

Why Join Our Team?

At Master’s Transportation, we’re growing, and we’re looking for great people to grow with us. For more than 30 years, we’ve provided commercial transportation solutions to organizations across the country. We’re proud of what we’ve built, but even more focused on where we’re going next.

Here, you’ll be part of a team where your work matters, your ideas are valued, and your contributions make a difference. Whether you’re building your career or bringing years of experience to the table, we want you to have opportunities to learn, grow, and be part of our continued success.

What We Offer:

• Generous paid time off plus 12 paid holidays.
• Competitive medical, dental, and vision insurance options.
• Company-paid life insurance and short- and long-term disability.
• 401(k) retirement plan with company match and immediate vesting.
• Flexible Spending Account (FSA) and Health Savings Account (HSA) options.
• Employee discounts on travel, entertainment, and more.
• Ongoing investment in employee growth and development.

Classification: Exempt/Salaried, Base plus commission.

Reports To: Sales Director.

Position Type: Full-time.

Work Schedule: Monday-Friday, occasional weekend for Trade Show's or Industry Events.

Work Location: Austin, Texas area.

Job Summary: The Regional Sales Executive is responsible for driving profitable sales growth within an assigned region. This position spends significant time in the field identifying and developing new business, building relationships with transit agencies, school districts, and private fleet operators, managing the full sales process, and maintaining existing customer accounts. The Regional Sales Executive also monitors market and competitor activity, maintains accurate sales information in Salesforce, and partners with company sales leadership to achieve regional sales goals.

Essential Functions:

• Cover an assigned region and spend significant time in the field prospecting for new business and developing customer relationships.
• Be responsible for all aspects of a sale, including product evaluation, pricing negotiations, contract development, ensuring successful product fulfillment and payment according to the contractual agreement.
• Create and develop relationships with transit agencies, school districts and private fleet operators to ensure responsiveness and eliminate competition on bids / RFPs.
• Manage all sales activities within the assigned territory including travel to make sales visits.
• Work with your Director of Sales (DOS) to grow existing business and proactively search for new business.
• Maintain an understanding of all company sales processes.
• Follow internal processes to properly document all activities in Salesforce.
• Maintain detailed account profiles and activities in Salesforce and update your DOS on account status, business opportunities.
• Forecast and track sales of existing accounts in Salesforce.
• Represent company at trade association meetings.
• Understand and communicate industry trends.

Competencies:

• Consultative Selling: Identifies customer needs, recommends appropriate vehicle solutions, and communicates value throughout the sales process.
• Goal and Pipeline Management: Establishes priorities, maintains an active pipeline, and consistently works toward individual and regional sales goals.
• Relationship Building:Develops credible, long-term relationships with customers, prospects, industry partners, and internal teams.
• Product and Industry Knowledge: Maintains working knowledge of bus and large passenger vehicle products, customer applications, market conditions, and competitive offerings.
• Results Orientation:Takes ownership of sales activity, follows through on commitments, and works consistently to achieve profitable growth.

Work Environment: Field travel and Remote.

Physical Demands:

While performing the duties of this job, the employee is occasionally required to stand; walk; sit; use hands to handle, or feel objects, tools, or controls; reach with hands and arms; climb stairs; talk or hear. The employee must occasionally lift or move office products and supplies, up to 20 pounds.

Required Education/Experience/Certifications:

• High school education is required.
• Minimum of three years sales experience and proven sales record with a history of successful results.
• Previous vehicle sales a plus.
• Proficiency in Microsoft Office software and CRM software.

Preferred Education/Experience/Certifications:

• College Degree.
• Relevant industry experience in bus and large passenger vehicle sales is preferred.

Travel Requirements: Able to travel when required.

Other Duties:

This job description is not designed to cover or contain a comprehensive listing of activities, duties or responsibilities that are required of the employee. Duties, responsibilities, and activities may change, or new ones may be assigned at any time with or without notice.

AAP/EEO Statement:

Master’s Transportation is committed to the principles of equal employment. We are committed to complying with all federal, state, and local laws providing equal employment opportunities, and all other employment laws and regulations. It is our intent to maintain a work environment that is free of harassment, discrimination, or retaliation because of age, race, color, national origin, ancestry, religion, sex, pregnancy (including childbirth, lactation, and related medical conditions), physical or mental disability, genetic information (including testing and characteristics), veteran status, uniformed service member status, or any other status protected by federal, state, or local laws. Master's Transportation is dedicated to the fulfillment of this policy regarding all aspects of employment, including but not limited to recruiting, hiring, placement, transfer, training, promotion, rates of pay, and other compensation, termination, and all other terms, conditions, and privileges of employment.