Outside Sales Representative - Fleet Services

Bosun; Charlotte (NC); Remote; USD 72,000 - 88,000; Full time

Benefits offered by this job

Fuel card

Travel expense support

Job summary

Bosun seeks an Outside Sales Representative to drive fleet maintenance and repair solutions. This remote/field-based role focuses on new business development, meeting prospects, presenting solutions, and closing deals with commercial fleets.

You will manage the full sales cycle, cultivate relationships with fleet operators, and coordinate handoffs to operations. A background in fleet-related services is a plus; strong sales skills can win even without industry experience.

Qualifications

• Self-starter with a strong drive to generate new business and close deals.
• Excellent communication and relationship-building abilities.
• Comfortable with outbound prospecting, cold calls, and initiating conversations with new customers.

Responsibilities

• Identify and pursue new business opportunities within commercial fleets and related industries.
• Generate leads through cold calling, emails, networking, referrals, and in-person visits.
• Present mobile fleet maintenance and repair solutions and negotiate within guidelines.
• Manage the full sales cycle from outreach to closing and handoff to operations.

Skills

Self-starter

Communication

Outbound prospecting

Independent sales

Job description

Outside Sales Representative – Fleet Maintenance & Repair

Compensation: $80,000 Base Salary + Uncapped Commission
Position Type: Full-Time
Work Arrangement: Remote / Field-Based

About the Opportunity

Are you a natural relationship builder who enjoys meeting new people, developing business, and turning opportunities into customers?

We are seeking a motivated, self-driven Outside Sales Representative to help grow a mobile fleet maintenance and repair business serving commercial fleets and businesses that depend on reliable vehicles and equipment.

This is a true business development and new customer acquisition role. You'll take ownership of the sales process from identifying prospective customers and making initial contact to presenting solutions, closing new business, and transitioning newly acquired accounts to our operations team.

The ideal candidate is personable, competitive, resourceful, and comfortable creating opportunities rather than waiting for them to come along. Experience in fleet maintenance, trucking, automotive services, commercial vehicle repair, parts sales, or a related industry is a plus, but we're also open to strong sales professionals who are eager to learn the industry.

What You'll Do

New Business Development & Prospecting

• Identify and pursue new business opportunities within commercial fleet, transportation, trucking, and related industries.
• Proactively generate leads through cold calling, email outreach, networking, referrals, and in-person visits.
• Research prospective customers, identify key decision-makers, and establish new business relationships.
• Follow up consistently with prospects and company-generated leads to develop opportunities and move them toward a sale.
• Develop and execute a sales strategy focused on priority markets and geographic growth opportunities.

Sales & Customer Acquisition

• Conduct discovery conversations to understand customers' fleet maintenance needs, equipment, service locations, and operational challenges.
• Present mobile fleet maintenance and repair solutions that help customers reduce downtime and keep their operations running efficiently.
• Prepare and present proposals, communicate approved pricing, address objections, and negotiate within established guidelines.
• Manage the complete sales cycle from initial outreach through closing.
• Confirm new customer readiness and the first invoiced service before reporting a sale as complete.

Territory Development & Market Expansion

• Identify opportunities across existing service areas and management-approved expansion markets.
• Build relationships with fleet operators, trucking companies, commercial businesses, and organizations that rely on vehicles and equipment.
• Identify opportunities to expand services within newly acquired customer organizations, including additional locations, equipment, and service needs.
• Coordinate with leadership to align new business development with technician availability and operational capacity.

Internal Coordination & Customer Handoff

• Coordinate with operations to confirm service capabilities, geographic coverage, and technician capacity before making customer commitments.
• Communicate new customer information, service requirements, locations, pricing, and expectations to the operations team.
• Facilitate a smooth transition of new accounts to the designated operations contact.
• Remain focused on generating new business rather than managing ongoing customer service and daily account operations.

Sales Organization & Reporting

• Maintain accurate prospect and opportunity information.
• Track sales activity, opportunity progress, follow-ups, and closed business.
• Provide regular pipeline updates and communicate opportunities, challenges, and market feedback to leadership.

What We're Looking For

• A self-starter with a strong desire to generate new business and close sales.
• Excellent communication and relationship-building skills.
• Comfortable with outbound prospecting, cold calling, and initiating conversations with new customers.
• Ability to manage the full B2B sales process independently, from prospecting through closing.
• Strong follow-through, organization, and accountability.
• Coachable, adaptable, and willing to help build and improve sales processes within a growing company.
• Ability to learn commercial vehicle maintenance and repair services and communicate their value to prospective customers.
• Valid driver's license and willingness to travel regularly within assigned service areas.

Preferred Experience:

• Outside sales, territory sales, business development, or B2B sales experience.
• Exposure to fleet maintenance, trucking, transportation, automotive repair, diesel services, commercial vehicle maintenance, or trailer repair.
• Experience in parts sales, dealership environments, automotive service, or working directly with maintenance and service professionals.

We are also open to candidates with strong interpersonal and sales abilities who have worked in a related technical or maintenance environment and are ready to take the next step into a business development position.

Compensation & Travel

• $80,000 annual base salary.
• Uncapped commission earning 3% of eligible invoiced labor revenue from qualifying new customers during their first 12 months.
• Fuel card and travel expense support.
• Significant opportunity to contribute to the growth and geographic expansion of the business.

Our Culture & Mission

Our mission is Providing Maintenance Solutions in Partnership with Christ.

We believe business should be conducted with honesty, transparency, accountability, and a commitment to serving others. Our team is guided by five core values:

• We Own the Outcome
• Reliable Excellence
• Initiative
• Continuous Growth – We Are Teachable
• Protect Life & Equipment

We're a growing company that values initiative, teamwork, personal responsibility, and continuous improvement. We're looking for someone who wants to contribute, take ownership, and grow alongside the business.

If you're someone who loves meeting people, building relationships, finding opportunities, and winning new business, we'd love to hear from you.