As VP of Sales, you will build and lead a scalable, high-performing sales organization following the integration of two industry leaders in logistics technology. With full ownership of revenue strategy, you'll shape the foundation of a growing sales engine, driving predictable growth across enterprise and key vertical markets.
Key Responsibilities
- Design and execute a data-driven sales strategy to accelerate revenue across North American markets, with a focus on last-mile and courier operations.
- Act as a hands-on leader—coaching account executives, engaging directly in complex enterprise negotiations, and closing strategic deals.
- Align closely with Marketing, Product, and Customer Success to ensure seamless go-to-market execution, shared KPIs, and continuous improvement in win rates and customer expansion.
- Build and scale the sales function from the ground up, including field and inside teams, sales operations, and performance frameworks.
- Enforce rigorous sales processes, from lead qualification to contract close, ensuring CRM accuracy, disciplined pipeline management, and consistent forecasting.
- Implement standardized deal qualification methodologies to improve forecast reliability and stage progression clarity.
- Represent the company at industry events, webinars, and customer engagements, strengthening brand presence and market leadership.
- Expand market reach through vertical-specific initiatives in courier, shipping, and healthcare logistics, while developing strategic partnerships to unlock new channels.
- Monitor competitive dynamics and customer needs to refine value positioning and long-term strategy.
- Foster a culture rooted in accountability, transparency, data-informed decisions, and continuous coaching.
Qualifications
- 15+ years of progressive B2B SaaS sales experience, with at least a decade in senior leadership roles managing multi-million-dollar P&Ls.
- Minimum of 5 years selling Transportation Management Systems or last-mile logistics solutions.
- Proven success scaling sales teams in mid-market to enterprise SaaS environments.
- Strong track record in building sales organizations from inception using repeatable playbooks and frameworks.
- Experience with structured deal qualification models such as MEDDPICC or SPICED, with demonstrated forecasting accuracy.
Preferred Background
- Exposure to healthcare logistics or related B2B operational sectors.
- Experience integrating sales teams after mergers or acquisitions.
- MBA or relevant graduate degree.
- Professional sales certifications or leadership training.
- Public-facing experience through speaking engagements, events, or thought leadership.
- Partnership development within the logistics technology ecosystem.
Work Environment
This role is fully remote with a global team. There are no location restrictions—work from anywhere. We emphasize flexibility and outcomes over rigid schedules, supporting a sustainable, high-performance culture.
Support & Development
You’ll receive ongoing feedback, access to industry-leading tools and training resources, and structured support for professional growth. Participate in team-led social experiences like virtual cooking classes, book clubs, and informal gatherings that strengthen collaboration across time zones.
Compensation
The base salary is US$200,000 with a variable component of up to US$100,000, tied to performance. Total On-Target Earnings: US$300,000.
Commitment to Inclusion
We are an equal opportunity employer and welcome candidates from all backgrounds. Our organization values diverse perspectives and fosters an inclusive environment across all levels of leadership.
