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Agency Development Manager (1099 B2B Sales, Uncapped Commissions)

Keystone Strategy Partners

Libertyville, UShybrid$80k-$120k/yrPosted May 31, 2026

At a glance

Highlights

  • Hybrid remote work
  • Uncapped commissions
  • Flexible schedule
  • Potential earnings $80k-$120k

Heads up

  • Commission-based earnings, not guaranteed
  • Independent contractor (1099) role

Why this role might suit you

A seasoned sales professional with B2B experience and a talent for building and mentoring teams will thrive in this independent contractor role, leveraging insurance expertise to drive high‑growth, commission‑driven revenue.

Skills

b2b-salesrecruitingcoachinginsurance-saleslife-accident-health-license

About the role

Keystone Strategy Partners is an independent agency working with Colonial Life.

Keystone Strategy Partners believes in making a lasting impact by empowering employers and employees with financial security. Backed by Colonial Life’s 80+ years of trust and growth, we are committed to fostering a people-first culture and providing support to independent insurance agents throughout their journey.

We are searching for a passionate Agency Development Manager in Lake, McHenry, and Northern Cook Counties. The Agency Development Manager is an independent insurance agent who leads and mentors other independent agents in delivering voluntary benefits that help employees navigate life's financial uncertainties with confidence.

Successful business leaders prioritize:

Coaching, mentoring, and inspiring other sales agents

Identifying, interviewing, and recruiting new sales agents

Providing hands-on field training and collaborative work experiences

Facilitating sales meetings and training sessions

Driving B2B employee benefits sales and managing client accounts

Establishing strong connections with business owners, HR professionals, and key decision-makers

Creating a dynamic, competitive, and team-oriented environment

Cultivating and sustaining relationships with brokers

Beneficial Qualifications and/or Skills:

Experience in B2B sales

Proven ability to recruit, develop, and lead sales teams

Background in insurance sales with an active Life & Accident/Health Insurance License (or willingness to obtain)

Self-motivated with a strong work ethic and the ability to work independently while inspiring teams

Compensation: As an Agency Development Manager, you have the potential to earn competitive commissions based on sales results, including renewal income, bonuses, and world-class trips.

Training and professional development opportunities will be available to help you develop,, and strengthen your agency. You may also choose to become a member of the Association of Insurance Professionals (AIP), which can provide access to exclusive perks, discounts, and benefits.

This is an independent contractor opportunity in which you are in business for yourself but not by yourself. Any income range associated with this posting represents potential pre-tax earnings as a business owner in this role, not a guaranteed salary or guaranteed earnings. All earnings in this role are sales results-based and uncapped, with a tremendous potential for growth based on your business acumen and effort.

©2025 Colonial Life & Accident Insurance Company. Colonial Life insurance products are underwritten by Colonial Life & Accident Insurance Company, for which Colonial Life is the marketing brand.

Pay: $80,000.00 - $120,000.00 per year

Benefits:

Dental insurance

Disability insurance

Flexible schedule

Vision insurance

Work Location: Hybrid remote in Libertyville, IL 60048

Compensation

This Sales role pays $80k-$120k/yr. Within typical range for sales roles in United States.

Questions about this role

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