VP of Sales (OTE $300,000/year USD), CXT Software

Senior sales leader role at CXT Software, focusing on building and scaling the sales organization for the largest Transportation Management System (TMS) following a merger, with a direct impact on revenue and market leadership.

Location: Remote (Global)

Salary: Total OTE US$300,000 (Base US$200,000 + Variable US$100,000)

Responsibilities

• Develop and execute a comprehensive sales strategy that drives predictable, scalable revenue growth across all target markets.
• Lead as a true player-coach, actively supporting SEs on complex opportunities and personally running point on our largest, most complex enterprise deals to ensure successful close.
• Drive cross-functional alignment across Marketing, Customer Success, and Product to ensure integrated GTM execution. Establish shared KPIs, joint planning, and continuous feedback loops to improve win rates, expansion, and product-market fit.
• Build and scale the sales organization from the ground up, including SEs, SDRs, and sales operations, fostering a culture of accountability, urgency, and performance excellence.
• Define and enforce process discipline across the sales cycle, including ICP clarity, outbound and SDR scripting, pipeline generation expectations, territory management, CRM hygiene, and rigorous stage qualification.
• Establish and manage KPIs, forecasting models, and pipeline discipline to ensure consistent performance and accurate revenue visibility.
• Own forecasting accuracy through rigorous pipeline inspection, predictable stage-progression criteria, and standardized qualification frameworks (MEDDPICC, SPICED, or similar). Partner with FP&A for reliable weekly, monthly, quarterly, and annual forecasts.
• Serve as the public-facing sales leader for the organization by participating in webinars, conferences, trade shows, and customer-facing events, representing the unified CXT brand.
• Drive expansion in key verticals (courier, shippers, healthcare) through targeted initiatives and strategic market development.
• Develop and execute strategic partnership initiatives with key ecosystem players to unlock new revenue channels and strengthen market position.
• Own the full sales process, from prospecting to negotiation to close, ensuring operational excellence and a world-class customer experience.
• Monitor market trends, TMS competitive dynamics, and customer needs to maintain a strong, differentiated value proposition and inform ongoing GTM strategy.
• Demonstrate leadership that drives a high-accountability culture focused on transparency, coaching, data-driven decision-making, and continuous improvement.

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 is required.
• 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!