Sales Leader

Equip businesses with the tools and insights to transform their supply chains 

The opportunity: 

We’re looking for a pragmatic, growth-minded Sales Leader with a proven history of driving success to guide our Chicago Sales Team. In this role, you’ll coach and develop Global Account Executives and Sales Development Representatives, building high-performing, inclusive teams to achieve company goals for volume growth and net revenue. You’ll play a critical part in developing talent for progression and promotion within our fast-growing organization. Reporting directly to our Regional VP, you’ll collaborate closely with our Executive Team to deliver key outcomes.

You will:

• Build, inspire, and lead strong sales teams that consistently meet and exceed targets.
• Provide inclusive leadership and clear direction to a high-performance team, including hiring, training, and development.
• Establish and drive specific, targeted goals and quotas to expand and accelerate revenue opportunities.
• Create, monitor, and manage key performance metrics to drive performance and results.
• Identify and implement innovative strategies to enhance team performance and growth.
• Implement and continually refine best practices to support consistent, consultative sales and client success processes.
• Champion and evolve an effective go-to-market strategy aligned with company objectives.
• Take an entrepreneurial and collaborative approach, working closely with the broader Leadership Team to achieve results.

You should have: 

• 12+ years of overall professional experience, including experience scaling and managing client-facing teams in a dynamic environment.
• Demonstrated experience as a high-performing sales executive.
• Proven track record of leading teams to achieve quota and growth targets.
• Strong, inclusive leadership and people management skills.
• Ability to manage a wide portfolio of responsibilities independently and to adapt quickly to changing circumstances.
• Excellent analytical, numerical, and strategic skills.
• Exceptional communication skills with the ability to build trust across all levels within and outside the organization.
• Eagerness for a hands-on leadership role where you’ll take ownership of a range of projects.
• Highly organized, self-motivated, and detail-oriented, with reliable follow-through on tasks of all sizes.
• High integrity and a passion for building a thriving company for the long term.
• Bachelor’s Degree required.
• Willingness to challenge the status quo constructively when improvement is needed—if you spot something broken, you take initiative to fix it.
• A "compliance first" mindset to ensure we meet regulatory expectations and maintain strong relationships with our regulators in the highly regulated logistics industry.

Investing your time with Flexport means making an immediate impact throughout the world. Here, you are empowered to act in the best interests of everyone and trusted to make the right decisions when and where they are needed. Join our inclusive collective of entrepreneurs and help improve the global experience in trade.

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