VP of Sales

📋 Description

• Develop and implement a comprehensive sales strategy designed to generate predictable and scalable revenue growth across all target markets.

• Act as a true player-coach, providing active support to Sales Engineers on complex opportunities while personally leading our largest and most intricate enterprise deals to ensure successful closures.

• Foster cross-functional alignment among Marketing, Customer Success, and Product teams to ensure cohesive go-to-market (GTM) execution. Establish shared KPIs, engage in joint planning, and create continuous feedback loops to enhance win rates, expansion, and product-market fit.

• Build and expand the sales organization from the ground up, including Sales Engineers, Sales Development Representatives, and sales operations, while nurturing a culture of accountability, urgency, and performance excellence.

• Define and uphold process discipline throughout the sales cycle, encompassing Ideal Customer Profile (ICP) clarity, outbound and SDR scripting, pipeline generation expectations, territory management, CRM integrity, and stringent stage qualification.

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

• Ensure forecasting accuracy through diligent pipeline inspection, reliable stage-progression criteria, and standardized qualification frameworks (such as MEDDPICC, SPICED, or similar). Collaborate with Financial Planning & Analysis for dependable weekly, monthly, quarterly, and annual forecasts.

• Act as the public-facing sales leader for the organization, participating in webinars, conferences, trade shows, and customer-facing events to represent the unified CXT brand.

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

• Develop and implement strategic partnership initiatives with key ecosystem players to unlock new revenue channels and enhance market position.

• Own the complete sales process, from prospecting through negotiation to closure, ensuring operational excellence and a top-tier customer experience.

• Monitor market trends, competitive dynamics in Transportation Management Systems (TMS), and customer needs to maintain a compelling, differentiated value proposition and inform 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 positions with direct responsibility for multi-million-dollar revenue targets.

• At least 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 is preferred.

• Proven history of forecasting accuracy achieved through meticulous pipeline inspection, reliable stage-progression criteria, and standardized qualification frameworks (such as MEDDPICC, SPICED, or similar) for trustworthy weekly, monthly, quarterly, and annual reporting.

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

🏝️ Benefits

• 100% Remote and Global: Enjoy the flexibility to live your best life from anywhere in the world.

• Flexible Work Environment: Work during the hours that suit you best. We focus on results and customer satisfaction rather than rigid schedules.

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

• Access to Leading Tools and Technology: Enhance your skills with cutting-edge tools, playbooks, and technology.

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