Real Estate & Mortgage Pros — Remote Life Insurance Agent (1099)

Hoffman Estates, IL is home to professionals who understand big financial decisions — and if you've spent years helping clients navigate home purchases or close loans, you already know how to earn trust around those moments. Shipley Legacy Group — founded by Anissa and Joe Shipley after losing close family members without enough coverage — is looking for people ready to apply those same skills to life insurance. This is a 100% remote, work-from-home position serving the Hoffman Estates, IL area, and it is commission-based 1099 work with no base pay or salary.

What you'll actually do

• Contact prospective clients to schedule and hold coverage conversations
• Learn each client's situation and explain available life insurance options clearly
• Help clients complete applications and follow each case through underwriting
• Manage your own pipeline and daily schedule from home
• Use available scripts and call reviews to sharpen your approach over time
• Tap into a 1:1 mentor when you run into a tricky case or need a second opinion

Who this is a fit for

• Former real estate agents, loan officers, or mortgage brokers open to a new product line
• People already comfortable with commission-only income who don't need a salary to feel stable
• Self-starters who can manage follow-through without someone looking over their shoulder
• Currently licensed in life insurance — or willing to obtain a license before selling
• Anyone who genuinely wants to help families protect what they've built

What we provide

• Direct carrier appointments available once you're licensed and appointed
• 1:1 mentor access and a weekly team call available through Shipley Legacy Group's 17-agent team
• Scripts, call reviews, and free ongoing training available to agents who want them
• Underwriting advocacy available when a case needs extra attention

The honest part

This is 100% commission-based 1099 work — no base pay, no salary, no guaranteed income. If you need a steady paycheck while getting started, this isn't the right fit right now. Ready to explore what life insurance sales could look like for you? Reach out to Shipley Legacy Group and let's have a straight conversation about the work and what it takes to succeed in Hoffman Estates and beyond.