
Regional Sales Leader (Midwest or West) at Superior Insurance Partners
Chicago, IllinoisFull-timeCORPPosted 2 months ago
Apply with PipelineAbout the Role
<div class="content-intro"><p>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.</p>
<p>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.</p>
<p>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. </p></div><p>Position Overview</p>
<p>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.</p>
<p> </p>
<p>Key Responsibilities</p>
<p> </p>
<p>Sales Leadership & Producer Development</p>
<ul>
<li>Lead, coach, and develop a team of producers, with clear expectations to elevate individual performance</li>
<li>Drive consistent sales velocity growth across the team</li>
<li>Conduct structured, productive 1:1 coaching sessions focused on:</li>
<ul>
<li>New business development</li>
<li>Pipeline health and opportunity strategy</li>
<li>Sales activity and execution</li>
<li>Individual development plans and career progression</li>
</ul>
<li>Join producers on client and prospect meetings to:</li>
<ul>
<li>Provide live coaching and feedback</li>
<li>Help advance deals and overcome obstacles</li>
<li>Model effective, repeatable sales behaviors</li>
</ul>
</ul>
<p> </p>
<p>Sales Process, Accountability & Execution</p>
<ul>
<li>Hold producers accountable for sales activity, appointments, and follow-through</li>
<li>Run structured sales meetings emphasizing:</li>
<ul>
<li>Accountability and execution</li>
<li>Pipeline transparency and deal progression</li>
<li>Skill reinforcement and role-playing</li>
</ul>
<li>Bring greater intentionality to:</li>
<ul>
<li>Pipeline building (how to build it—not just track it)</li>
<li>Prospecting consistency and time management</li>
<li>Sustainable performance and work-life balance</li>
</ul>
<li>Challenge producers constructively through:</li>
<ul>
<li>Role-playing and skill practice</li>
<li>Real-time coaching and feedback</li>
<li>Clear expectations between meetings</li>
</ul>
</ul>
<p> </p>
<p>Recruiting & Talent Pipeline Development</p>
<ul>
<li>Actively support the recruitment of production talent</li>
<li>Help build a culture where leaders and producers contribute to recruiting</li>
<li>Leverage relationships from large brokerage environments (e.g., AJG, Marsh, Aon, Alliant)</li>
<li>Build and maintain a long-term producer talent pipeline</li>
<li>Partner with executive leadership and Talent Acquisition on hiring strategy</li>
</ul>
<p> </p>
<p>Prospecting Strategy & Market Focus</p>
<ul>
<li>Help producers identify and prioritize the right prospects through:</li>
<ul>
<li>Industry and niche focus</li>
<li>Ideal group size and account profile</li>
<li>List building and targeting strategies</li>
<li>Warm-lead strategies and Centers of Influence (COIs)</li>
</ul>
<li>Provide guidance on account strategy, structure, and overall approach</li>
<li>Support developing producers with day-to-day deal and pipeline questions</li>
</ul>
<p>Personal Production</p>
<ul>
<li>Actively produce new business with meaningful annual production expectations aligned with leading a team of producers</li>
<li>Focus on middle-market accounts, typically serving organizations with $10M–$150M in revenue</li>
<li>Leverage existing relationships, referral partners, and Centers of Influence to drive consistent deal flow</li>
<li>Serve as a role model for prospecting discipline, deal strategy, and execution</li>
</ul>
<p> </p>
<p>Experience & Industry Expectations</p>
<ul>
<li>Property & Casualty (P&C) or Employee Benefits (EB) experience required</li>
<li>Familiarity with cross-sell work or collaboration strongly preferred</li>
<li>Industry experience is critical to effectively coach and develop producers, particularly newer producers</li>
<li>This role is not intended for candidates new to the insurance industry, as that would slow team development</li>
</ul>
<p> </p>
<p>Qualifications</p>
<ul>
<li>Proven success as a middle-market producer in P&C and/or Employee Benefits</li>
<li>Demonstrated ability to generate and manage a substantial book of business</li>
<li>Desire to move into a formal sales leadership role</li>
<li>Strong coaching mindset—values developing people as much as producing</li>
<li>Comfortable challenging others and holding teams accountable</li>
<li>Strong executive presence, communication skills, and credibility with producers and leadership</li>
<li>Experience in large brokerage environments is a plus</li>
</ul>
<p>What Success Looks Like</p>
<ul>
<li>Clear lift in producer confidence, pipeline quality, and accountability</li>
<li>Consistent sales rhythm driven by execution and coaching</li>
<li>Stronger sales culture centered on discipline, support, and performance</li>
<li>A visible, trusted leader producers want to follow</li>
</ul>
<p>Compensation Philosophy & Incentives</p>
<p>This is a performance-oriented, player-coach role. Compensation is structured to reward producer development, sustained sales growth and personal production.</p>
<ul>
<li>Competitive base salary to support leadership responsibilities</li>
<li>Commission on personal production</li>
<li>Performance-based incentives tied to sales velocity and producer development</li>
<li>Long-term equity opportunities aligned with building enterprise value</li>
</ul>
<p>Meaningful upside is earned through writing business, developing producers, and driving long-term growth</p>
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