VP of Sales

CXT Software

VP of Sales at CXT Software leading revenue growth for Transportation Management Systems. Building and scaling a unified sales organization post-merger for market leadership.

Posted 5/13/2026full-timeRemote • Oregon • 🇺🇸 United StatesLead💰 $200,000 per yearWebsite

About the role

Key responsibilities & impact

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

What you’ll need

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.
Proven track record of 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 experience building and scaling sales organizations from the ground up using repeatable frameworks and playbooks.

Benefits

Comp & perks

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!

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

B2B SaaS salessales strategy developmentpipeline generationforecasting modelsMEDDPICCSPICEDsales process managementterritory managementCRM hygienesales operations

Soft Skills

leadershipcoachingdata-driven decision-makingaccountabilitycommunicationcross-functional collaborationperformance excellencestrategic thinkingcontinuous improvementcustomer experience focus