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Regional Sales Leader (East)

Superior Insurance Partners

Chicago, IllinoisPosted Jul 31, 2026

Job description

Superior Insurance Partners is a rapidly growing insurance brokerage platform specializing in commercial lines, personal lines, and employee benefits solutions for businesses and individuals across the United States. Through strategic acquisitions and long-term partnerships with leading independent agencies, Superior has built a strong presence throughout the Midwest and Eastern U.S.

At the core of Superior’s approach is its mission: to improve the lives of its Agency Partners by supporting their personal, professional, and financial goals. Rather than applying a one-size-fits-all model, Superior develops customized growth strategies tailored to each partner agency’s unique vision and objectives. Agency partners gain access to a robust shared-services platform that includes accounting and finance, recruiting, human resources, AMS/IT support, marketing, and M&A expertise — allowing local agencies to maintain their entrepreneurial culture while benefiting from the scale, resources, and best practices of a larger organization. Long-term economic alignment ensures partners remain invested in the collective success and growth of the platform.

Superior Insurance Partners is backed by Tyree & D'Angelo Partners (“TDP”), a leading Chicago-based private equity firm focused on investing in and partnering with lower middle-market businesses. TDP companies have completed over 1,000 partnerships, have grown to over $4 billion of enterprise value, and TDP has over $1.4 billion of capital under management.

Position Overview

Superior Insurance Partners is seeking a Regional Sales Leader to step into a high-impact player-coach role within our growing platform. The Sales Leader will be responsible for driving new business production, developing and coaching producers, strengthening pipeline discipline, and building a consistent, intentional sales culture. This role directly supports a growing team of producers and works closely with executive leadership to support long-term growth objectives.

Key Responsibilities

Sales Leadership & Producer Development

  • Lead, coach, and develop a team of producers, with clear expectations to elevate individual performance

  • Drive consistent sales velocity growth across the team

  • Conduct structured, productive 1:1 coaching sessions focused on:

  • New business development

  • Pipeline health and opportunity strategy

  • Sales activity and execution

  • Individual development plans and career progression

  • Join producers on client and prospect meetings to:

  • Provide live coaching and feedback

  • Help advance deals and overcome obstacles

  • Model effective, repeatable sales behaviors

Sales Process, Accountability & Execution

  • Hold producers accountable for sales activity, appointments, and follow-through

  • Run structured sales meetings emphasizing:

  • Accountability and execution

  • Pipeline transparency and deal progression

  • Skill reinforcement and role-playing

  • Bring greater intentionality to:

  • Pipeline building (how to build it—not just track it)

  • Prospecting consistency and time management

  • Sustainable performance and work-life balance

  • Challenge producers constructively through:

  • Role-playing and skill practice

  • Real-time coaching and feedback

  • Clear expectations between meetings

Recruiting & Talent Pipeline Development

  • Actively support the recruitment of production talent
  • Help build a culture where leaders and producers contribute to recruiting
  • Leverage relationships from large brokerage environments (e.g., AJG, Marsh, Aon, Alliant)
  • Build and maintain a long-term producer talent pipeline
  • Partner with executive leadership and Talent Acquisition on hiring strategy

Prospecting Strategy & Market Focus

  • Help producers identify and prioritize the right prospects through:

  • Industry and niche focus

  • Ideal group size and account profile

  • List building and targeting strategies

  • Warm-lead strategies and Centers of Influence (COIs)

  • Provide guidance on account strategy, structure, and overall approach

  • Support developing producers with day-to-day deal and pipeline questions

Personal Production

  • Actively produce new business with meaningful annual production expectations aligned with leading a team of producers
  • Focus on middle-market accounts, typically serving organizations with $10M–$150M in revenue
  • Leverage existing relationships, referral partners, and Centers of Influence to drive consistent deal flow
  • Serve as a role model for prospecting discipline, deal strategy, and execution

Experience & Industry Expectations

  • Property & Casualty (P&C) or Employee Benefits (EB) experience required
  • Familiarity with cross-sell work or collaboration strongly preferred
  • Industry experience is critical to effectively coach and develop producers, particularly newer producers
  • This role is not intended for candidates new to the insurance industry, as that would slow team development

Qualifications

  • Proven success as a middle-market producer in P&C and/or Employee Benefits
  • Demonstrated ability to generate and manage a substantial book of business
  • Desire to move into a formal sales leadership role
  • Strong coaching mindset—values developing people as much as producing
  • Comfortable challenging others and holding teams accountable
  • Strong executive presence, communication skills, and credibility with producers and leadership
  • Experience in large brokerage environments is a plus

What Success Looks Like

  • Clear lift in producer confidence, pipeline quality, and accountability
  • Consistent sales rhythm driven by execution and coaching
  • Stronger sales culture centered on discipline, support, and performance
  • A visible, trusted leader producers want to follow

Compensation

Philosophy & Incentives

This is a performance-oriented, player-coach role.

Compensation

is structured to reward producer development, sustained sales growth and personal production.

  • Competitive base salary to support leadership responsibilities
  • Commission on personal production
  • Performance-based incentives tied to sales velocity and producer development
  • Long-term equity opportunities aligned with building enterprise value

Meaningful upside is earned through writing business, developing producers, and driving long-term growth

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