Sales Leader - New Business & Producer Development

Cottingham & Butler•Madison, WI

5h•Onsite

About The Position

Cottingham & Butler is seeking a senior, client-facing Sales Leader to play a pivotal role in driving new business growth and elevating producer performance in our Madison office. This is not a traditional producer role. Instead, you will operate as a strategic deal leader and coach, partnering with producers on complex opportunities, shaping sales strategy, and helping win high-value accounts. At the same time, you will actively develop emerging producers, accelerating their growth and improving overall team performance. If you thrive in high-stakes sales environments, enjoy influencing outcomes without sole ownership of a book, and want to have a measurable impact on both revenue and people development, this role offers a unique opportunity.

Requirements

7–12+ years of experience in commercial insurance, risk management, or a related advisory role
Proven success in complex, consultative sales environments
Experience influencing or leading high-stakes new business opportunities
Background as a Producer, Account Executive, Marketer, or similar client-facing role
Strong ability to coach, influence, and develop others
Deep understanding of insurance program design and risk management strategies

Nice To Haves

Executive presence with strong communication skills in client settings
Strategic thinker with the ability to shape and win complex deals
Collaborative, team-first approach to sales
Highly organized and adaptable in a fast-paced environment
Passion for developing talent while staying closely engaged in client work

Responsibilities

Partner with producers on qualified opportunities to shape strategy, messaging, and positioning
Lead and participate in key prospect meetings, including discovery and proposal presentations
Elevate the quality and effectiveness of the consultative sales process and deliverables
Improve close ratios and win rates on complex, high-value accounts
Act as a senior advisor on large or sophisticated opportunities across industries
Guide risk analysis, program design, and overall solution strategy
Collaborate with marketing and service teams to develop competitive, differentiated proposals
Mentor early- and mid-career producers throughout the sales lifecycle
Provide real-time coaching before and after prospect meetings
Refine prospecting strategies, meeting structure, and consultative selling skills
Play a key role in accelerating producer ramp-up and long-term success
Act as an extension of the Wisconsin leadership team in client-facing situations
Enable parallel pursuit of new business opportunities across the region
Increase overall responsiveness and effectiveness of the sales organization