The opportunity:

We’re looking for a pragmatic, growth-minded Sales Leader with a proven history of driving success to guide our Mid-Market Sales Team in Chicago, IL. In this role, you’ll coach and develop Account Executive, 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 General Manager, you’ll collaborate closely with the Mid-Market Leadership Team to deliver key outcomes. This role features a 50/50 compensation model (Base + Uncapped bonus), designed for strong leaders to effectively maximize their earnings through a heavily incentivized sales program.

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:

• 7+ 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.

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