Fleet Sales Manager

The Company•Orlando, FL

4d•Remote

About The Position

Leonard Truck Outfitters is a manufacturer and distributor established in North Carolina in 1963. Its product lines include storage buildings, cargo and utility trailers, truck covers, truck and van accessories, carports, playhouses, chicken coops, and dog houses. The company serves residential, commercial, fleet, and government customers through more than 150 retail locations in eighteen states, supported by corporate offices, distribution centers, and manufacturing facilities. The Fleet Sales Manager operates primarily remotely and is responsible for developing and managing fleet relationships to grow Leonard’s upfit and fleet solutions business while ensuring high-quality customer experiences and profitable sales execution. The position reports to the National Account Manager and has no direct reports. It requires approximately 90% travel within the Orlando market. The role develops fleet and upfit sales, manages customer relationships and project execution, coordinates with internal operations and production teams, and tracks sales performance. The employee may also perform other duties and responsibilities as business needs change.

Requirements

3–5 years of experience in fleet, commercial, or automotive sales.
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 and detail-oriented, with the ability to manage multiple projects simultaneously.
Strategic thinker with a proactive, results-driven mindset.
Proficiency with CRM tools, quoting systems, and Microsoft Office Suite.
Ability to stand, walk, or move through shop and lot environments for extended periods.
Ability to lift up to 50 pounds occasionally.
Manual dexterity to operate computers and vehicles.

Nice To Haves

Upfit industry experience preferred.
Prior experience managing client relationships with dealerships, government entities, or large fleet operators strongly preferred.

Responsibilities

Develop and execute strategic sales plans to expand the fleet and upfit customer base, including regional and national accounts.
Identify and secure new business opportunities with dealerships, municipalities, contractors, and commercial clients.
Act as the main liaison between clients and operations or production teams to ensure specifications, timelines, and quality standards are met.
Manage existing fleet customer relationships to support satisfaction, repeat business, and referrals.
Prepare accurate quotes and proposals for fleet builds and upfit projects while balancing pricing strategy and profitability goals.
Attend trade shows, customer visits, and industry events to build brand awareness and market presence.
Collaborate with installation and production teams to ensure fleet vehicles and upfits are delivered accurately and on time.
Partner with procurement and category management to source parts, accessories, and materials efficiently.
Monitor work orders, scheduling, and project progress to maintain accuracy and customer satisfaction.
Ensure compliance with safety, quality, and company standards throughout the upfit process.
Track and report KPIs, including revenue, customer retention, and pipeline activity.
Provide insight on market trends, customer needs, and competitive activity to inform strategic decisions.
Support budgeting and forecasting for fleet and upfit sales.
Use CRM and order management systems to maintain organized sales data and communication history.