Insurance Sales Pros: A Better Market Is Waiting | Outside Sales
United Placement Group · Madison, Wisconsin, United States · 2026-10-02
About this role
Insurance Sales Pros: A Better Market Is Waiting | Outside Sales – Estate Planning | Legacy Assurance Plan
If you've built your career selling insurance, you already know how to sit at a kitchen table and earn a family's trust. Now imagine putting those skills to work in a market that isn't saturated, in a territory that's yours alone, with less chargeback risk hanging over every sale.
Why estate planning beats insurance
• A wide-open market. Most American families still don't have an estate plan, so you're not fighting over the same prospects every other agent is calling.
• No competing against your own. Your protected territory (up to 100 miles) is yours. No other Legacy Assurance Plan rep works your leads.
• Less chargeback risk. You're not living with the lapse-and-clawback cycle that comes with insurance policies.
• Warm leads only. Every appointment is with a family who already asked to learn about estate planning.
• No license needed. It's not an insurance product, so there's nothing to maintain or renew.
What you'll do
• Meet with warm, pre-qualified families in their homes
• Explain wills, trusts, and powers of attorney, and help families enroll in our estate planning membership plan
• Our network attorneys handle the legal work, and your home office handles the rest
Pay
• $750 commission per sale, paid weekly
• Weekly and monthly production bonuses, plus incentive trips for top performers
• 1099, commission-only. No base salary or guaranteed income.
What you need
• 3+ years of outside, in-home, or direct-to-consumer sales experience (insurance sales experience is a strong plus)
• Comfortable with 100% commission
• Reliable transportation and comfort with a CRM
• Currently live in [State]
Your sales skills transfer. The headaches don't. Apply with your current resume.
Skills asked for
- rest
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