VP of Sales, CXT Software

CXTSolutions LLC

Job Overview

Location

Chicago, Illinois

Job Type

Full-time

Full Job Description

📋 Description

• As VP of Sales at CXT Software, you will lead the newly unified sales organization following the merger of CXT Software and e-Courier, driving revenue growth and market leadership in the largest purpose-built Transportation Management System (TMS) for last-mile and courier operations.
• You will develop and execute a comprehensive sales strategy, act as a player-coach supporting solution engineers on complex deals, personally manage the largest enterprise opportunities, and build and scale the sales team from the ground up, including SEs, SDRs, and sales operations.
• You will join a fast-moving, innovative logistics technology company serving courier, last-mile, and healthcare logistics providers across North America, with a mission to professionalize the sales engine post-merger and expand through acquisition.
• You will have the opportunity to shape GTM execution, establish cross-functional alignment with Marketing, Customer Success, and Product, own forecasting accuracy, and drive expansion in key verticals while building strategic partnerships in the logistics ecosystem.

🎯 Requirements

• 15+ years of progressive experience in B2B SaaS sales, including at least 10 years in senior sales leadership roles with direct ownership of multi-million-dollar revenue targets.
• 5+ years of direct experience selling Transportation Management Systems (TMS) or last-mile / logistics technology.
• Proven track record of forecasting accuracy through rigorous pipeline inspection, predictable stage-progression criteria, and standardized qualification frameworks (MEDDPICC, SPICED, or similar) for reliable reporting.
• Demonstrated experience building and scaling sales organizations from the ground up using repeatable frameworks and playbooks.
• Background scaling mid-market to enterprise SaaS companies.

🏖️ Benefits

• 100% Remote and Global: Enjoy the freedom to live your best life from anywhere in the world.
• Flexible Work Environment: Work at times that suit you best. We prioritize results and customer satisfaction over rigid schedules.
• Dedicated Growth Path: Receive consistent, meaningful feedback and support tailored to help you achieve your personal career goals.
• Access to Leading Tools and Technology: Enhance your skills with the latest tools, playbooks, and technology.
• Engaging Community Activities: Participate in coffee chats, happy hours, cooking classes, book clubs, and more!

Skills & Technologies

Remote

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CXTSolutions LLC

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About CXTSolutions LLC

CXTSolutions LLC, operating as CXT Software, develops logistics and courier management software for same-day, last-mile, and distribution operations. Its platforms automate dispatch, routing, barcode scanning, proof-of-delivery, and customer communication for carriers, pharmacies, retailers, and wholesalers, integrating with e-commerce, ERP, and accounting systems. The company provides cloud and on-premise solutions plus mobile driver apps, serving North American and Australian markets from its Scottsdale, Arizona headquarters since 1999.

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