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Sales leadership

Regional Sales Leader (East)

Superior Insurance Partners logoSuperior Insurance PartnersChicago, Illinois, United StatesListed 3mo ago

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The posting

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

Taken from Superior Insurance Partners's own posting, last seen live on 14 Nov 2026.

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The application

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From Superior Insurance Partners's apply page, checked 12 Nov 2026.

About Superior Insurance Partners

Commercial and personal property and casualty insurance and employee benefits, sold through independent agencies it has acquired or partnered with to businesses, families and employers in the Midwest and Eastern US.

Pay schedule: Producers are paid salary plus commission and bonus where the postings spell it out, with health, dental, life and disability cover, a 401(k) and paid time off; the sales leader adds long-term equity.

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