VP of Sales

📋 Description

• Create and implement a thorough sales strategy that ensures consistent, scalable revenue growth across all target markets.

• Act as a genuine player-coach, providing active support to SEs on intricate opportunities and personally managing our largest, most complex enterprise deals to guarantee successful closures.

• Foster cross-functional collaboration among Marketing, Customer Success, and Product teams to achieve cohesive GTM execution. Set shared KPIs, engage in joint planning, and maintain continuous feedback loops to enhance win rates, expansion, and product-market alignment.

• Construct and expand the sales organization from the foundation up, including SEs, SDRs, and sales operations, while cultivating a culture of accountability, urgency, and performance excellence.

• Define and uphold process discipline throughout the sales cycle, ensuring clarity on ICP, outbound and SDR scripting, pipeline generation expectations, territory management, CRM hygiene, and meticulous stage qualification.

• Establish and oversee KPIs, forecasting models, and pipeline discipline to guarantee consistent performance and accurate revenue visibility.

• Ensure forecasting accuracy by conducting thorough pipeline inspections, utilizing predictable stage-progression criteria, and applying standardized qualification frameworks (MEDDPICC, SPICED, or similar). Collaborate with FP&A for dependable weekly, monthly, quarterly, and annual forecasts.

• Act as the public-facing sales leader for the organization by engaging in webinars, conferences, trade shows, and customer-facing events, effectively representing the unified CXT brand.

• Propel expansion in key verticals (courier, shippers, healthcare) through focused initiatives and strategic market development.

• Formulate and implement strategic partnership initiatives with key ecosystem players to unlock new revenue streams and enhance market presence.

• Manage the complete sales process, from prospecting to negotiation to closure, ensuring operational excellence and a premier customer experience.

• Stay informed on market trends, TMS competitive dynamics, and customer needs to sustain a strong, differentiated value proposition and guide ongoing GTM strategy.

• Exhibit leadership that fosters a high-accountability culture centered on transparency, coaching, data-driven decision-making, and continuous improvement.

⛳️ Requirements

• Over 15 years of progressive experience in B2B SaaS sales, including a minimum of 10 years in senior sales leadership roles with direct responsibility for multi-million-dollar revenue targets.

• More than 5 years of direct experience in selling Transportation Management Systems (TMS) or last-mile/logistics technology is essential.

• Experience in scaling mid-market to enterprise SaaS companies.

• Proven success in forecasting accuracy through rigorous pipeline inspection, predictable stage-progression criteria, and standardized qualification frameworks (MEDDPICC, SPICED, or similar) for reliable weekly, monthly, quarterly, and annual reporting.

• Demonstrated capability in building and scaling sales organizations from the ground up using repeatable frameworks and playbooks.

🏝️ Benefits

• 100% Remote and Global: Enjoy the flexibility to live your best life from any location worldwide.

• Flexible Work Environment: Work during hours that are most convenient for you. We emphasize results and customer satisfaction over rigid schedules.

• Dedicated Growth Path: Receive regular, meaningful feedback and support tailored to help you achieve your personal career aspirations.

• Access to Leading Tools and Technology: Enhance your skills with the most up-to-date tools, playbooks, and technology available.

• Engaging Community Activities: Join in coffee chats, happy hours, cooking classes, book clubs, and much more!