VP of Sales, OTE $300,000/year USD

🕒 January 16

🌪️ Oklahoma, Minnesota, +2 more states – Remote

🌪️ Oklahoma – Remote ❄️ Minnesota – Remote 🤠 Texas – Remote ☕ Washington – Remote

💵 $250k / year

⏰ Full Time

🔴 Lead

🤑 Sales

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CXT Software

WebsiteLinkedInAll Job Openings

11 - 50 employees

Founded 1999

Logistics • Software • Transportation

CXT Software is the leading provider of last-mile, route, and on-demand shipment management technology for logistics needs throughout North America. With over 25 years of experience, CXT Software specializes in creating user-friendly logistics software that enhances efficiency and operations for courier services in various sectors including healthcare, automotive, and retail. Their platform integrates advanced AI-driven technologies for route optimization and automated dispatching, providing unparalleled support for drivers, dispatchers, and clients.

📋 Description

• 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. • Nice to have • Experience in healthcare delivery, or related operational B2B verticals. • Prior experience in integrating sales teams post-acquisition. • MBA or other relevant graduate degree. • Professional certifications such as Certified Sales Executive, Strategic Sales Management, or equivalent leadership/sales credentials are considered a plus. • Experience leading public-facing commercial activities (webinars, events, speaking engagements) • Experience building strategic partnerships in the logistics ecosystem.

🏖️ 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!