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Entry-Level -From-Home Sales Specialist

Remote / Online - Candidates ideally in
Milwaukee, Milwaukee County, Wisconsin, 53244, USA
Listing for: Stratford Davis
Remote/Work from Home, Commission-based only position Listed on 2026-11-13
Job specializations:
  • Sales
Salary/Wage Range or Industry Benchmark: 40000 - 100000 USD Yearly USD 40000.00 100000.00 YEAR

Job Description & How to Apply Below

Milwaukee, United States | Posted on 11/11/2026

Build a sales specialty without commuting. This entry-level seat is designed for people who want a real craft - not a call-center grind - and who prefer learning from home with a structured playbook.

The Firm

We are an insurance and financial planning company with a remote-friendly culture. Entrepreneur Magazine has recognized us twice; teammates leave strong Glassdoor and Indeed reviews;
Inc. 5000 placement for six consecutive years and Forbes coverage show the model works at scale.

Specialist Duties
  • Client conversations with households that requested information.
  • Needs mapping so recommendations feel intentional.
  • Home-office appointments by phone and video.
  • Product teaching - Teach work-from-home clients about Life Insurance, Indexed Universal Life (IUL), and Annuities, then present a clear path forward.
  • Plan assembly with coach check-ins before bigger presentations.
  • Peer learning inside a supportive virtual team.
WFH Advantages

Choose a focused 3-4 day rhythm. Skip cold calling entirely. Use free beginner training, modern tools, and hands-on mentorship.

Training is provided with ongoing mentorship. This fully remote role lets you work from anywhere with flexible hours, rather than a typical 8-to-5 schedule. Compensation is high and commission-only, with uncapped commissions based on the business you place.

Ideal for coachable beginners who like working independently from home. Earnings are high commission-only and rise with the cases you complete. Start your work-from-home sales specialty.

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