Sales Manager - Logistics Software

Fleet Owl – Remote / Plantation, FL Preferred

Fleet Owl is a fast-growing transportation management software (TMS) and fleet management platform helping carriers, brokers, dispatchers, and logistics companies streamline operations through AI-powered dispatching, GPS tracking, route optimization, fleet management, document automation, and transportation management solutions. Fleet Owl serves trucking companies nationwide with technology designed to reduce costs, increase efficiency, and improve profitability. (fleetowl.com)

Fleet Owl is seeking an experienced Logistics Software Sales Manager to build, lead, and develop a high-performing sales team focused on selling transportation management software, fleet management solutions, and related technology products to carriers, brokers, and logistics providers.

This role is ideal for a sales leader with SaaS, logistics technology, transportation, freight, fleet management, or supply chain software experience who thrives in a fast-paced, growth-oriented environment.

• Recruit, onboard, coach, and develop Account Executives, SDRs, and sales representatives
• Drive new business revenue through outbound prospecting, inbound lead management, and strategic partnerships
• Develop and execute sales strategies targeting trucking companies, freight brokers, carriers, and logistics providers
• Establish sales processes, KPIs, forecasting, and pipeline management standards
• Conduct ride-alongs, call reviews, and ongoing sales training
• Collaborate with marketing to improve lead generation and conversion rates
• Partner with leadership on pricing, packaging, and go-to-market initiatives
• Maintain accurate forecasting and CRM data
• Monitor industry trends, competitors, and emerging transportation technology solutions
• Manage the full sales cycle for strategic and enterprise opportunities

• 5 years of B2B sales experience
• 2 years of sales leadership or sales management experience
• Experience selling SaaS, TMS, fleet management software, telematics, logistics technology, supply chain software, or transportation solutions preferred
• Proven history of exceeding revenue targets
• Strong leadership, coaching, and team-building abilities
• Experience managing CRM systems and sales pipelines
• Excellent communication, negotiation, and presentation skills
• Ability to thrive in a startup or high-growth environment

• Transportation Management Systems (TMS)
• Fleet Management Software
• GPS Tracking Solutions
• Logistics Technology
• Freight Brokerage Technology
• Trucking Industry Operations
• Supply Chain Software
• Dispatch & Routing Platforms

• Competitive Base Salary
• Uncapped Performance Bonuses
• Medical, Dental, and Vision Benefits
• Paid Time Off
• Career Growth Opportunities
• Technology and Equipment Provided
• Opportunity to help shape a rapidly growing logistics software company

• High-growth logistics technology company
• AI-powered transportation management platform
• Growing customer base across trucking and logistics industries
• Opportunity to build and lead a sales organization
• Strong advancement potential into Director and VP-level leadership roles
• Collaborative, entrepreneurial culture focused on innovation and results

Job Type: Full-Time

Location: Remote (Plantation, FL preferred)

Industry: Logistics Technology / Transportation Management Software (TMS) / SaaS Sales Management