Territory Sales Representative - Estate Planning (1099)

United Placement Group

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Rockford, Illinois, US on site Until 9/22/2026 3+ years exp First posted July 24, 2026 Last posted July 24, 2026
Job description

Outside Sales Representative – Estate Planning (Commission Only) | Legacy Assurance Plan
Location: Protected territory up to 100 miles of your location

Compensation: $750 commission per sale, paid weekly, plus weekly and monthly production bonuses. This is a 1099 independent contractor role — there is no base salary or guaranteed income. Your skills and work ethic determine your income.

Legacy Assurance Plan provides estate planning membership plans — wills, trusts, and power of attorney documents — to families across [state]. We're hiring an outside sales representative to meet with warm, pre-qualified leads in their homes and guide them through enrollment.

What you'll do

  • Meet with warm, pre-qualified families in your assigned territory — no cold calling, no self-generated leads
  • Present and explain our estate planning membership plan, answer questions, and close enrollments
  • Manage your pipeline and follow-ups in our CRM
  • Run your own schedule within your protected territory

Compensation & structure

  • $750 commission per sale, paid weekly — no base salary
  • Weekly and monthly production bonuses on top of per-sale commission
  • Company-sponsored incentive trips for top performers
  • All leads provided at no cost to you — no lead fees, no purchased lists

What you bring

  • 3+ years of outside, in-home, or direct-to-consumer sales experience
  • A documented record of meeting or exceeding sales targets
  • Comfort using a CRM to manage a pipeline
  • Reliable personal transportation for daily in-home visits
  • Must currently reside in [state]

Good fit if: you're comfortable with 100% commission pay, prefer daily field work over office/B2B selling, and want a protected territory with company-provided leads.
Not a fit if: you need guaranteed base income or prefer inbound/office-based sales.

No license required — this is not an insurance product; we provide full product training. Apply with your current resume; qualified candidates are typically contacted within 48 hours.

About this role

Summary

Meet with families in territory, explain estate plans, close sales, manage pipeline, work independently.

Job title

Territory Sales Representative - Estate Planning (1099)

Experience level

3+ years

Minimum experience

3+ years exp

Industry

financial services

Location requirements

reside in Illinois, remote work not specified

Salary

$750 commission per sale, paid weekly, plus bonuses

Management role

No

Skills & keywords

Required skills

sales experiencemeeting or exceeding sales targetsCRM

Preferred skills

None specified

Specializations

estate planningsalesCRM
Locations

Structured locations inferred from the posting.

Rockford, IL, USA

On-site City