This job is closed and no longer accepting applications. Closed on September 29, 2026.
Regional Sales Leader (East)
Chicago, Illinois, Illinois
FULL_TIME |
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