Mid-Market Sales Leader | Uncapped Bonus Potential

Flexport; Chicago (IL); On-site; USD 110,000 - 137,000; Full time

Job summary

Flexport in Chicago is seeking a pragmatic, growth-minded Sales Leader to guide our Mid-Market Sales Team. You will coach and develop Account Executives, building high-performing, inclusive teams to achieve volume growth and net revenue.

Reporting to the General Manager, you will collaborate with the Mid-Market Leadership Team to deliver key outcomes. This role features a 50/50 base and uncapped bonus, designed to maximize earnings for strong leaders within a heavily incentivized sales program.

Qualifications

• 7+ years of experience leading client-facing sales teams.
• Proven track record as a high-performing sales executive.
• Experience scaling teams to quota and growth targets.
• Strong, inclusive leadership and people management skills.
• Ability to manage a broad portfolio independently and adapt quickly.
• Excellent analytical, numerical, and strategic abilities.
• Exceptional communication skills across all levels.

Responsibilities

• 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 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.

Job description

Flexport in Chicago is seeking a pragmatic, growth-minded Sales Leader to guide our Mid-Market Sales Team. You will coach and develop Account Executives, building high-performing, inclusive teams to achieve volume growth and net revenue.

Reporting to the General Manager, you will collaborate with the Mid-Market Leadership Team to deliver key outcomes. This role features a 50/50 base and uncapped bonus, designed to maximize earnings for strong leaders within a heavily incentivized sales program.