Virtual Insurance Sales Representative

Stratford Davis LLC; Chicago (IL); Remote; USD 60,000 - 120,000; Full time

Benefits offered by this job

Annual global travel incentives

Job summary

Stratford Davis LLC in Chicago seeks a Remote Life Insurance Agent to act as a trusted advisor helping families navigate life insurance, IULs, and guaranteed annuities entirely through digital channels. This role is 100% remote.

You’ll engage clients via structured video calls, conduct needs assessments, guide underwriting from submission to policy delivery, and participate in ongoing product training; you’ll also enjoy a modern 4‑day schedule.

Qualifications

• State Life & Health license (or readiness to obtain)
• Excellent communication and client-relation skills
• Ability to work independently in a remote setup

Responsibilities

• Client engagement through structured video calls
• Perform needs assessments and match products to families
• Guide underwriting from submission to policy delivery
• Participate in ongoing product training and team coaching

Education

State Life & Health License

Job description

Chicago, United States | Posted on 11/02/2026

Join Stratford Davis | Frequently Asked Career Questions

Q: What is the role?

You’ll join us as a Remote Life Insurance Agent, serving as a trusted advisor who helps families navigate life insurance, IULs, and guaranteed annuities over digital channels.

Q: Do I have to commute or sit in an office?

Not at all. This role is 100% remote. Work from your home office, a favorite coffee shop, or while traveling the world.

Q: What does a typical week look like?

• Client Engagement:Meeting with prospective clients via structured video calls.
• Strategy Sessions:Assessing financial needs and matching families with top-tier carrier products.
• Underwriting Management:Guiding applications from submission to policy delivery.
• Continuous Learning:Participating in interactive sales workshops, product training, and team coaching.
• Lifestyle Balance:Enjoying a modern 4-day operational schedule so you have time for what matters most.

Q: Who thrives in this position?

Ambitious, empathetic communicators who possess (or are ready to earn) a State Life & Health License. If you love solving problems, using modern tech, and managing your own schedule, you’ll fit right in.

Q: What tools and support will I receive?

You get turnkey marketing systems, warm lead platforms, group health plan access, step-by-step executive coaching, and annual global travel incentives!

Let’s Talk About Earning Potential

We believe in rewarding output, not hours spent sitting in a chair. This position is a remote, commission-based opportunity designed to give you complete financial control. With residual income streams and unlimited earning potential, you decide how much you make. If you want the freedom of remote work paired with performance-based rewards, Stratford Davis is your home.