RVP

Location: Chicago, IL (Relocation assistance available for candidates open to moving to Chicago.)

Why project44?  

At project44, we believe in better.  

We challenge the status quo because we know a better supply chain isn’t just possible—it’s essential. Better for our customers. Better for their business. Better for the world.  

With our Decision Intelligence Platform, Movement, we’re redefining how global supply chains operate. By transforming fragmented logistics data into real-time, AI-powered insights, we empower companies to connect instantly, see clearly, act decisively, and automate intelligently. Our Supply Chain AI enhances visibility, drives smarter execution, and unlocks next-gen applications that keep businesses moving forward.  

Headquartered in Chicago, IL, with a 2nd HQ in Bengaluru, India, we are powered by a diverse global team that is tackling the toughest logistics challenges with innovation, urgency, and purpose. If you’re driven to solve meaningful problems, leverage AI to scale rapidly, drive impact daily, and be part of a high-performance team – we should talk.  

What You’ll Do: 

As the Regional Vice President (RVP) of Sales, you will lead and scale a world-class sales organization responsible for expanding project44’s footprint.

You’ll define the regional go-to-market strategy, build and inspire a high-performing enterprise sales team, and drive revenue growth by developing strategic customer relationships and partnerships. This role is ideal for an entrepreneurial, results-oriented sales leader who thrives in fast-paced environments and has a proven ability to lead teams to consistent overachievement.

You will report directly to Rob Moore SVP, US Sales

Key Responsibilities:

Strategic Leadership

• Define and execute the sales strategy to deliver sustained revenue growth and market share expansion.
• Develop effective territory, segmentation, and coverage models that align with business priorities.
• Partner with the US & Global leadership team to align regional objectives with the global go-to-market strategy.

Team Leadership & Culture

• Recruit, develop, and retain top enterprise sales talent across multiple markets.
• Foster a culture of accountability, performance, and inclusion, where collaboration and innovation thrive.
• Inspire teams through coaching, mentorship, and data-driven leadership.

Revenue Growth & Pipeline Management

• Drive disciplined pipeline generation, forecasting accuracy, and deal progression across all sales stages.
• Establish and maintain robust and rigorous operating cadence, ensuring consistent performance and predictable outcomes.
• Champion sales excellence through the consistent use of AI tools, CRM and internal reporting systems.

Customer & Partner Engagement

• Build and expand executive-level relationships with key customers, partners, and stakeholders.
• Lead complex enterprise sales cycles involving multiple decision-makers across strategic accounts.
• Implement and scale a “land and expand” strategy to maximize customer lifetime value.

Cross-Functional Collaboration

• Work closely with Solutions Engineering, Product Marketing, Product Management, Customer Success and Operations teams to ensure strategic alignment and seamless execution.
• Act as a voice of the customer, providing actionable insights to enhance product and market strategies.

Operational Excellence & Innovation

• Own regional forecasting, performance analytics, and sales reporting.
• Drive operational rigor around process discipline and sales hygiene.
• Champion the integration of AI-driven tools and data intelligence to enhance sales productivity and decision-making.

What You'll Need (required): 

• 12+ years of progressive sales leadership experience in Enterprise B2B SaaS, ideally within supply chain, logistics, or transportation technology (TMS/WMS experience preferred).
• Proven track record of driving consistent revenue growth in high-performance, multinational organizations.
• Demonstrated ability to manage complex, multi-stakeholder enterprise sales cycles.
• Strong strategic acumen with experience developing and executing regional go-to-market strategies.
• Skilled in balancing short-term execution with long-term growth planning.
• Excellent leadership, communication, and executive presence, with the ability to inspire teams and engage C-suite audiences.
• Experience managing channel conflict and collaborating in a “win-as-a-team” environment.
• Bachelor’s degree required; MBA or equivalent advanced degree preferred.
• Ability to travel up to 40–50% 
• In-office Commitment: Our office is where ideas spark, connections thrive, and innovation comes alive. We are looking for candidates who are enthusiastic and committed to joining our team on-site, in our beautiful headquarters four days a week (when not traveling). Together, we’re building something extraordinary—learn, grow, and thrive in our fast-paced, transformative environment.
• Relocation offered: We’re proud to call Chicago home - a walkable downtown, amazing food, and a team that makes big ideas move fast.  And we’re ready to help you make it yours, project44 offers relocation assistance for team members joining us from outside the area. 

Diversity & Inclusion 

We're designing the future of how the world moves and is connected through trade and global supply chains. We can only deliver a truly world-class product and experience if our teams are as diverse and unique as the communities we are building for. It's up to us to create a company where anyone can bring their authentic self to work every day. We're constantly working to improve, and we accept our responsibility to elevate the voices left in the margins. It's on every one of us. 

Our focus on inclusion manifests in the way we hire, the customers we serve, and the regions we prioritize. We're building a company that every one of us at project44 is proud to work for: a company that celebrates you for being you. 

We pride ourselves on celebrating everyone — project44 is an equal opportunity employer actively working on creating a diverse and inclusive work environment where underrepresented groups can thrive. If you share our values and our passion for helping the way the world moves, we’d love to review your application! 

For any accommodations needed during the hiring process, please email [email protected]. Even if you don’t meet 100% of the above qualifications, you should still seriously consider applying. Studies show that you can still be considered for a role if you meet just 50% of the role’s requirements.