Fleet Sales Manager at Leonard Truck Outfitters in Orlando, FL

Fleet Sales Manager

Established in the Blue Ridge foothills of North Carolina in 1963, Leonard Truck Outfitters is a manufacturer and distributor whose product lines include storage buildings, cargo and utility trainers, truck covers, truck and van accessories, carports, playhouses, chicken coops, and dog houses. We serve our residential, commercial, fleet, and government customers through our 150+ retail store locations in eighteen states, supported by our corporate offices (in Mount Airy, NC, and Cobden, IL), distribution centers, and strategically located manufacturing facilities.

Job Summary

The Fleet Sales Manager position operates in a primarily remote capacity (approximately 90% remote), with operations in the U.S. and has overall responsibility for developing and managing fleet relationships to drive growth in Leonard’s upfit and fleet solutions business, ensuring high-quality customer experiences and profitable sales execution. This position reports directly to the National Account Manager and does not have direct reports.

Job Responsibilities

• Develops and executes strategic sales plans to expand the fleet and upfit customer base, including regional and national accounts.
• Identifies and secures new business opportunities with dealerships, municipalities, contractors, and commercial clients.
• Serves as the main liaison between clients and the operations/production teams to ensure specifications, timelines, and quality standards are met.
• Manages relationships with existing fleet customers, ensuring satisfaction, repeat business, and referral opportunities.
• Prepares accurate quotes and proposals for fleet builds and upfit projects, balancing pricing strategy and profitability goals.
• Attends trade shows, customer visits, and industry events to build brand awareness and market presence.
• Collaborates with installation and production teams to ensure on-time, accurate delivery of fleet vehicles and upfits.
• Partners with procurement and category management to source parts, accessories, and materials efficiently.
• Monitors work orders, scheduling, and project progress to maintain accuracy and customer satisfaction.
• Ensures compliance with all safety, quality, and company standards throughout the upfit process.
• Tracks and reports key performance indicators (KPIs) such as revenue, customer retention, and pipeline activity.
• Provides insight on market trends, customer needs, and competitive activity to inform strategic decisions.
• Supports budgeting and forecasting for fleet and upfit sales.
• Utilizes CRM and order management systems to maintain organized sales data and communication history.

Other Duties

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.

Competencies (skills, knowledge, and abilities)

• Proven success in B2B or fleet sales with measurable revenue results.
• Strong understanding of vehicle upfitting, truck accessories, or automotive industry operations.
• Excellent communication, presentation, and negotiation skills.
• Highly organized, detail-oriented, and adept at managing multiple projects simultaneously.
• Strategic thinker with a proactive, results-driven mindset.
• Proficiency with CRM tools, quoting systems, and Microsoft Office Suite.

Education/Experience Requirements

• 3–5 years of experience in fleet, commercial, or automotive sales
• Upfit industry experience preferred.
• Prior experience managing client relationships with dealerships, government entities, or large fleet operators strongly preferred.

Travel

This position requires approximately 90% travel within the Orlando market.

What does Leonard Offer?

• Competitive salary compensation.
• Competitive benefits package.
• 401K with a Company match.
• Paid days off: holidays and vacation.
• Continuous training and growth opportunities to build your career with Leonard.

Physical Requirements

• Ability to stand, walk, or move through shop and lot environments for extended periods.
• Must be able to lift up to 50 pounds occasionally.
• Requires manual dexterity to operate computers and vehicles.

The Company is an Equal Opportunity Employer. It is the policy of the Company to administer employment based solely on an individual’s qualifications, ability, and performance without regard to race, color, religion, gender identity, sex (including pregnancy, lactation, childbirth, or related medical conditions), sexual orientation, age, national origin or ancestry, physical or mental disability, genetic information (including testing and characteristics), veteran status, uniformed service member status, political affiliation, marital status, or any other characteristic protected by federal, state, or local law.