Senior Sales Executive - Freight Sales - AI Fleet

Are you a proven freight sales leader looking for a role where you can truly make an impact? At aifleet, we’re not just another carrier—we’re a tech-driven, asset-based disruptor that’s growing fast. We are 100% asset-based with 100% company drivers, giving you a compelling, differentiated offering to sell to shippers who are tired of brokered freight.

We’re looking for a Senior Sales Executive to help scale our business by leveraging your existing relationships and bringing new, high-value customers into our network. This is a high-impact role where you can close big deals, move fast, and be part of something special—not just another cog in the wheel.

Responsibilities

As an early sales hire, you’ll drive revenue growth by building a pipeline of high-quality shippers, closing deals, and ensuring long-term customer success.

Meet & Exceed Sales Targets

• Source new shippers and build a pipeline of customers that fit the Aifleet profile.
• Conduct proactive outreach to secure meetings and bid opportunities.
• Manage the end-to-end sales process, from pricing strategy to securing premium rates over spot pricing.
• Ensure loads transition smoothly to the operations team for execution.
• Maintain and grow relationships with newly acquired shippers to secure ongoing and expanding business.

Collaborate & Optimize

• Work closely with operations to ensure new contracts align with fleet capacity and execution capabilities.
• Identify opportunities for strategic improvement, including customer targeting, pricing models, and sales processes.

Who (we think) You Are

While roles and priorities continue to evolve, we think you will need the following qualifications. If you feel you could drive impact in this role at aifleet and do not meet some of the following criteria, please do not hesitate to apply. 

• Freight Sales Expertise – You’ve successfully sold for an asset-based carrier and understand the industry inside and out.
• Proven Track Record – You have a history of closing high-value deals and driving revenue growth.
• Deep Industry Network – You bring a pre-established book of business and a Rolodex of shippers who are ready to move freight. This isn’t a role for someone starting from scratch—we need someone who can hit the ground running.
• Hunter Mentality – You’re relentless in pursuing, closing, and expanding customer relationships.
• Entrepreneurial Spirit – You want to help build something and thrive in a fast-moving, high-impact environment

Benefits + Perks

All full-time employees are eligible for the following:

• A once in a career opportunity for personal and professional fulfillment in a fast-paced, high-growth, and truly low-ego work environment
• An opportunity to transform the lives of truck drivers across the country, and to help build a model that proves that business success and compassion are not mutually exclusive 
• A flexible work culture that starts with trust, including unlimited vacation
• A competitive compensation package, including salary, commission and stock options
• 401k // Medical // Dental // Vision 
• Life and AD&D insurance
• Paid parental leave for all parents

aifleet is an equal opportunity employer and we value diversity. We are committed to finding talent that is not determined on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, disability status, or any other characteristic protected by law.