Regional Manager - Chicago Market

You’ve built your career driving results, leading people, and taking ownership when the stakes are high. Now you’re ready for a role that gives you real influence, real growth opportunity, and a culture that values both performance and humanity.

As a Regional Manager based in Chicago, you’ll lead a growing team of Advance Funeral Planners in a growing Chicagoland market. You’ll support rapid expansion across the region while honoring the deeply personal nature of this profession.

This is a role for a sales-driven, entrepreneurial leader who knows how to push for outcomes without losing sight of empathy, trust, and care.

• Lead a growth-focused team. Oversee and develop 5+ Advance Funeral Planners by motivating performance, coaching to outcomes, and holding clear accountability to results. You’ll have autonomy and trust to run your region like a business.

• Own a high-impact partnership. Work closely with enterprise leadership and local funeral home managers. You’ll help bring structure, strategy, and momentum to a rapidly growing market. Overnight travel is minimal, but a high degree of territorial travel will ensure that you are maximizing the potential of our partnerships!

• Drive sales with purpose. You’ll actively sell alongside your team when needed, model best practices, and reinforce an outcomes-first approach that always respects the realities of advance planning. You’ll lead with emotional intelligence because you understand how to push performance with care professionals without eroding trust.

• Build smart, scalable systems. Bring a corporate mindset to a fast-moving environment. You’ll think strategically, solve problems creatively, and adapt quickly as new opportunities emerge across the Chicagoland market.

For a full job description, please see the Dropbox link here.

Skills you may have to make you a success!

• Bachelor’s degree in Business, Marketing, Communications or equivalent professional experience preferred
• Current life insurance license, or ability to attain one preferred
• 4+ years in a sales leadership or management role preferred
• Entrepreneurial, independent, and comfortable in ambiguity
• Comfortability with and interest in travelling for work.

• Competitive base plus commission salary based on experience
• 18 days PTO and minimum 6-weeks paid parental leave
• 10 paid holidays annually
• Health, Dental, and Vision benefits
• 401k with 2% company match and $25,000 Life Insurance Policy
• Ability to balance travel with remote flexibility (90% field / 10% remote)