Customer Account Specialist, Drayage

Cloud Trucks is seeking a dynamic, passionate, and experienced Drayage Operations Account Specialist. In this 0‑to‑1 opportunity, you will help shape our drayage strategy, support go‑to‑market execution, and play a key role in driving revenue growth through exceptional operations and customer service. You will be the operational backbone for a portfolio of accounts, with deep ownership of drayage while also managing other modes (primarily truckload) in a highly cross‑functional, customer‑facing role.

• Manage a portfolio of customer accounts to drive retention, renewal, and profitable expansion.
• Serve as the subject matter expert for drayage while also overseeing day‑to‑day operations for truckload/dry van shipments.
• Proactively communicate with customers, carriers, suppliers, and internal partners to ensure service expectations are met and issues are resolved quickly.
• Utilize technology and TMS/visibility tools to track order statuses, manage port/rail activity, and initiate corrective measures immediately when exceptions arise.
• Identify opportunities to upsell or cross‑sell new services, modes, or lanes within your existing book of business.
• Collaborate closely with operations, product, sales, and finance teams to ensure operational excellence and timely issue resolution.
• Develop and maintain thorough SOPs and account processes, ensuring they are clearly documented, scalable, and consistently followed.
• Prepare and deliver account insights, performance updates, and business reviews for customers and internal leadership.

• You are energized by accountability, ownership, and moving key business metrics in the right direction.
• You are comfortable pushing both customers and internal teams to create better outcomes when needed.
• You have a growth mindset: you are not afraid to try new things, learn from failure, and iterate quickly.
• You thrive on feedback, operate as a self‑starter, and are highly dependable.
• You are a strong relationship builder with exceptional communication and negotiation skills.

• 2+ years of experience in logistics or transportation, with a strong understanding of drayage, intermodal, and port operations.
• Proven experience in a customer‑facing operations or account management role (brokerage or 3PL experience a plus).
• Clear and confident verbal and written communication skills.
• Strong attention to detail, organizational skills, and the ability to prioritize and multi‑task in a fast‑paced environment.
• Demonstrated ability to collaborate effectively across departments and work as part of a high‑performing team.
• Comfort with transportation management systems and common productivity tools (e.g., Google Workspace, Excel).

This is a hybrid role requiring a minimum of 4x a week in our Atlanta office in Buckhead.

Cloud Trucks is a virtual trucking carrier in the multi‑billion dollar trucking space. Core to this industry are over 3.5 million truck drivers. They move more than 70% of all goods transported around the U.S., yet operate in a highly fragmented industry with huge opportunities for products, services and automation. We strive to deliver solutions that help truck drivers operate with much greater efficiency, increase their revenue, and offload business complexity.

We are looking for uniquely exceptional people to join us on our journey as we massively scale into an industry‑defining business.

We provide equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws.