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Fleet Business Associate

Wheels · Madison, WI · Remote available · $60,500–$84,700 a year · Full time

Posted Sep 25, 2026 · We last checked this listing on Oct 6, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Tell me about a time you reached out to someone you didn't know and turned it into a real relationship.

What they are checking: Whether they are comfortable with prospecting and building trust with new decision-makers.

Tell me about a goal you set for yourself that you exceeded. How did you do it?

What they are checking: Whether they are results-driven in a way that will carry over to revenue targets.

This role asks for a growth mindset. Tell me about something you were bad at and got better at.

What they are checking: Whether they can take coaching and keep learning in an early-career sales role.

What would you do

A prospect says they're happy with their current fleet provider. What do you say?

What they are checking: Whether they handle objections with curiosity and value rather than giving up or pushing too hard.

A client you just signed is unhappy with something in the first month. What do you do?

What they are checking: Whether they see customer satisfaction after the sale as part of the job, which drives long relationships.

How would you work with the marketing team to target the right companies in your territory?

What they are checking: Whether they can collaborate internally to make prospecting smarter.

About the work

How would you go about finding and researching potential clients in the leasing and fleet management space?

What they are checking: Whether they can build a lead pipeline with real research rather than waiting for marketing to hand them names.

What questions would you ask a company with a fleet of vehicles to understand what they need?

What they are checking: Whether they lead with understanding client needs before pitching, which the posting stresses.

How would you keep track of dozens of leads and follow-ups at different stages?

What they are checking: Whether they would use a CRM or similar system with discipline to keep a pipeline moving.

What do you think makes B2B selling different from selling to individual consumers?

What they are checking: Whether they understand longer cycles, multiple stakeholders, and business-case selling.

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The full job description

As published by Wheels.

Job Description: Job Description Objective The Fleet Business Associate is a passionate highly motivated and results-driven individual that will have the primary objective to drive B2B sales growth and cultivate long-lasting relationships with our valued clients. You will play a pivotal role in expanding our customer base, exceeding revenue targets, and ensuring customer satisfaction. Your proactive approach to understanding client needs and tailoring solutions will be instrumental in driving the company's success. This is a dynamic role that has great career path upside in the organization. We designed the role to allow you to be successful, and you have to be in growth mindset, allowing time to learn and develop yourself while enjoying an amazing company with great benefits. Please note that this description is not all-encompassing as other ad hoc tasks are expected of the position. Essential Functions •  Sales Territory Development: Working with our marketing team, identify and research potential clients in the leasing and fleet management sector, utilizing various resources and networking channels to build a robust pipeline of leads. • Relationship Building: Establish and nurture strong relationships with key decision-makers and stakeholders within client organizations, fostering trust and becoming a reliable partner. • Client Relationship Management: Establish and maintain strong relationships with new and existing clients, understanding their specific needs and providing personalized solutions to meet their leasing and fleet management requirements. • Consultative Approach: Employ a consultative selling approach to understand clients' pain points and objectives, demonstrating how our services can add value and address their business challenges effectively. • Quota Achievement: Meet and exceed assigned sales targets and key performance indicators (KPIs) on a consistent basis. • Sales Presentations: Develop and deliver compelling presentations to potential clients, showcasing the benefits and features of our leasing and fleet management solutions. • Negotiation and Contracting: Negotiate terms and conditions with clients, preparing and closing deals, and ensuring smooth contract execution. Other Duties • Market Research: Keep abreast of industry trends, competitors, and emerging opportunities in the leasing and fleet management space to inform sales strategies. • Collaboration: Work closely with cross-functional teams, including marketing, customer support, and operations, to ensure a seamless customer experience and achieve common business goals. Competencies • Growth Mindset: Open to learn and allow time to develop yourself, naturally motivated that competes in a positive way and always look to the best way of achieving results. • Drive and Ambition: A strong desire to excel in a sales-driven environment, coupled with the ambition to continuously improve and achieve personal and organizational goals. • Customer Focus: An innate ability to understand customer needs and deliver tailored solutions, fostering long-lasting relationships and customer satisfaction because you care about it. • Communication Skills: Excellent verbal and written communication skills to effectively convey the value proposition of our leasing and fleet management services to clients. • Resilience: The capacity to handle rejection and setbacks positively, maintaining a positive attitude and a persistent approach towards achieving sales objectives. • Adaptability: The flexibility to adapt sales strategies based on client feedback and changing market conditions to stay ahead of the competition. • Team Player: A collaborative individual, working seamlessly with colleagues and sharing insights to drive collective success. • Integrity: An unwavering commitment to ethical business practices and transparent communication with clients and colleagues. Job Specifications Leadership Responsibility: This position has no leadership responsibility Work Environment: Remote Position Type/Standard Schedule: This is a Full-time position Travel: Travel 25% Education & Experience • Bachelor's degree in Business Administration, Sales, Marketing, or related fields (preferred but not required). • 1 to 3 years of B2B experience in sales or customer-facing roles is advantageous but not mandatory. • Be enthusiastic about cars. • Proficiency in MS Office suite and CRM software. • A valid driver's license and willingness to travel for client meetings or industry events. • Strong communication, negotiation, and interpersonal skills. • Proven ability to understand and articulate complex solutions. • Self-motivated, results-driven, and customer-focused mindset. • Adaptability to a dynamic and fast-paced environment. Disclaimer Please note this job description is not designed to cover or contain a comprehensive listing of activities, duties, or responsibilities that are required of the employee for this job. Duties, responsibilities, and activities may change at any time with or without notice. Our Benefits Wheels recognizes benefits are a significant part of your employee experience, and we've created a robust benefits package that is market-leading, competitive offerings so you and your family can receive outstanding care. Please click here for an overview of the benefits available to you and your family. Pay Range: $60,500-$84,700 The base salary range for this position is listed above. This position is eligible to participate in the annual incentive plan which is based on company performance and individual performance. Compensation ranges are based on several factors including geographic location. Final offer amounts are determined by factors including, but not limited to, experience, credentials, education, certifications, skill level required for the position, the scope of the position, and geographic location. Actual pay offered will be determined on a case-by-case basis. EEO Statement Wheels is a Drug-Free Workplace. All employment is contingent on successful completion of drug and background screening. Wheels is an equal opportunity affirmative action employer and administers all personnel practices without regard to race, color, religion, sex, age, national origin, sexual orientation, gender identity or expression, marital status or domestic partnership status, disability, protected veteran status or military status, genetic information, or any other category protected under applicable law. Wheels is committed to taking affirmative steps to promote the employment and advancement of minorities, women, persons with disabilities and protected veterans. Wheels applies AI-based analysis to application materials to help assess fitness for hire for the specific job being applied for and to recommend job postings that align with the candidate’s skills, by comparing the candidate’s skills to the characteristics and qualifications listed in job postings and/or criteria established by Wheels’ hiring team.

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