Regional Fleet Manager, Winchester, VA

Job Title 

Regional Fleet Manager, Winchester, VA

Job Description

Regional Fleet Manager

Location: Winchester, VA (Hybrid)

Who We Are

At Framebridge, we are disrupting the custom framing market by replacing a cumbersome experience with a delightful one. Our mission is to make framing so delightful, customers are inspired to frame everything they love—big, little and in between. We've framed over three million pieces and counting. We are building a beloved brand, and to be successful, we have to build a great team across a number of disciplines – ecommerce, retail, design, and manufacturing.

We are a consumer business operating online and in our growing fleet of retail stores. We operate multiple manufacturing studios that allow us to deliver a high-quality custom product at an affordable price with a quick turnaround. We exist, grow, and ultimately own the market by delighting customers who trust and value us.

The Role

We're seeking a Regional Fleet Manager to lead fleet operations and our driver team across the Winchester, VA market. This role is responsible for the safe, on-time delivery and pickup of customer artwork across Framebridge retail locations, with direct accountability for driver management, fleet vehicle oversight, route management, and store partnership. The ideal candidate brings hands-on transportation or fleet operations experience, strong people management skills, and a solutions-first mindset. This role reports to the National Transportation Planner.

As a Framebridge Team Member, You Will:

Show Pride

We stand behind our work, we sweat the details, and we strive for continuous improvement every day. We're proud to frame the things you love, and show pride in our product and craftsmanship.

Adapt & Act

We are creative and solution-oriented, flexible, and proactive. We adapt and act quickly, embracing an environment of constant change.

Embrace Challenges

We embrace challenges with creative solutions and we know that collaboration is the only way to succeed. We set big goals and keep raising the bar together.

Secure the Baton

We take personal responsibility for delivering successful outcomes, not just completing tasks. We ensure every handoff is clear, complete, and sets the next teammates up to succeed.

Make It Special

We search everyday for opportunities to make our product and experience special. When you are building a business where every piece is priceless, making it special is core.

Build to Last

We are building a product and a business that are built to last. We work every day to build lasting relationships within our team and with our customers.

At Framebridge, our people are the heart of everything we build. We foster an inclusive, equitable, and collaborative environment where remarkable individuals take pride in their craft, elevate the customer experience, and are empowered to do the best work of their careers.

As Regional Fleet Manager, You Will:

• Directly manage and develop a team of onsite drivers — handling hiring, onboarding, scheduling, performance reviews, coaching, and corrective action to build a culture of accountability and professionalism.
• Build and manage weekly driver schedules, approve timecards, and coordinate coverage for planned absences and unplanned call-outs to ensure routes are never understaffed.
• Monitor driver behavior through GPS telematics and regular ride-alongs, conduct monthly safety meetings, and manage accident reporting and root-cause remediation to maintain a safety-first environment.
• Create and distribute daily pickup and delivery manifests, optimize route sequences for efficiency and cost, and troubleshoot exceptions and missed stops in real time.
• Serve as the primary point of contact for retail store leadership on all delivery, pickup, and driver matters — resolving escalations quickly and maintaining strong working relationships with store teams.
• Manage the local fleet of company-owned, rental, and leased vehicles — including maintenance scheduling, registration and insurance compliance, GPS device installation, fuel card oversight, and vehicle audits.
• Review and approve driver expense submissions for policy compliance, and partner with Finance on expense reconciliation and budget tracking.
• Track and assign traffic violations, citations, and toll charges; implement coaching programs to reduce violation frequency and manage associated costs.
• Maintain audit-ready records for all drivers, vehicles, incidents, and compliance activities; ensure timely renewal of all registrations, permits, and certifications.
• Report regularly to the National Transportation Planner on KPIs including on-time delivery rate, cost per route, miles driven, and maintenance spend — and actively contribute to process improvement initiatives across transportation operations.

Who You Are:

• 3 or more years of experience in fleet management, transportation operations, logistics, or a related field.
• Demonstrated experience managing drivers or field-based teams, including hiring, coaching, scheduling, and performance management.
• Familiarity with GPS telematics, fleet management platforms, and route optimization tools.
• Working knowledge of DOT regulations and applicable local, state, and federal transportation compliance requirements.
• Strong organizational skills — you manage multiple priorities simultaneously without letting details fall through the cracks.
• Excellent communicator with a service-first approach to store partnership and driver leadership.
• Comfort working with data: tracking KPIs, identifying trends, and translating findings into actionable improvements.
• A bias for action — you spot problems early, move quickly to resolve them, and follow through to ensure root causes are addressed.
• Valid driver's license with a clean driving record.
• Proficiency with Microsoft Office and experience with fleet or logistics software is preferred.

Benefits & Perks:

• Full medical, dental, and vision benefits
• Generous retirement program — 401(k) and employer-funded pension plan
• Parental leave and return program
• Flexible Time Off and paid holidays
• Framebridge employee Free Frame codes and discounts
• Short-term disability and Life/AD&D Insurance
• Employee Assistance Program (EAP)
• Ongoing learning and development opportunities
• Commuter benefits
• Pet insurance
• And more!

Salary Information:

The base range is $60,000 – $75,000, plus potential performance bonuses. Final compensation depends on experience, qualifications, and location.

Framebridge, in good faith, believes that the posted salary range is accurate for this role at the time of posting. Compensation may vary based on relevant experience, qualifications, and location. This range may be modified in the future.

Equal Opportunity Employer:

Framebridge is an Equal Opportunity Employer. We respect and seek to empower each individual and support the diverse cultures, perspectives, skills, and experiences within our workforce. Employment decisions — including hiring, promotion, and advancement — are made without regard to race, color, national origin, age, religious beliefs, sex (including pregnancy), disability, sexual orientation, gender identity, citizenship status, military status, marital status, genetic information, or any other characteristic protected by federal, state, or local law.

Please note that employment with Framebridge is at-will. Either the employee or the company may terminate the employment relationship at any time, with or without cause or notice.

Time Type

Full time

Framebridge is an Equal Opportunity Employer. We respect and seek to empower each individual and support the diverse cultures, perspectives, skills and experiences within our workforce.