Remote Sales Advisor - Flexible Schedule

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

Job summary

Stratford Davis is seeking a self-motivated remote sales professional to educate clients about Life Insurance, Indexed Universal Life (IUL), and Annuities. You will guide conversations, present options in clear terms, and schedule focused virtual meetings to help clients understand their choices.

This commission-only role rewards performance and offers flexible hours. You’ll manage a client pipeline, provide ongoing follow-up, and shape a schedule that fits your life while helping families build

Qualifications

• No prior sales background required.
• Commission-based compensation; earnings tied to performance.

Responsibilities

• Open with listening and understand client protection needs.
• Present Life Insurance, Indexed Universal Life (IUL), and Annuities in plain language.
• Lead focused virtual meetings via phone or video sessions.
• Guide the paperwork and keep clients informed through the application process.
• Stay in touch to support clients as life changes.

Job description

Chicago, United States | Posted on 11/10/2026

We are an insurance and financial planning firm built on a simple idea: people make better choices when someone takes the time to explain their options plainly. That approach has shaped our culture as much as our client work. Entrepreneur Magazine has recognized us twice for the environment we have created, and team members continue to give us strong ratings on Glassdoor and Indeed. Our growth has placed us on the Inc. 5000 list for six consecutive years, and Forbes has featured our work and leadership in the industry.

What You'll Do

Each day centers on conversations with people who have already asked to learn more. You set the pace, prepare for each call, and help clients leave with a clearer picture than when they started.

• Open with listening: Learn what each client wants to protect, who depends on them, and what they hope to build.
• Present Life Insurance, Indexed Universal Life (IUL), and Annuities in plain language, showing how each option fits the goals a client has shared.
• Lead focused virtual meetings: Use phone and video sessions to walk through choices without rushing anyone.
• Guide the paperwork: Explain each application step and keep clients informed until their coverage is in place.
• Stay in touch: Check in as life changes so clients know they have a trusted contact.

What Makes Us Different

Your workday is not tied to an office or a clock. This is a fully remote position, so you can work from anywhere with a dependable internet connection and shape flexible hours around your life rather than a typical 8-to-5 job.

• Training provided: Step-by-step learning on products, client conversations, and our sales process.
• Mentors who answer back: Bring real client questions to experienced leaders and get practical direction.
• Warm conversations: Spend your time with people who requested information instead of cold prospecting.
• Modern sales tools: Manage your calendar, notes, and follow-ups from one digital workspace.
• A team that shares wins: Learn from peers in regular group sessions while running your own schedule.

Role Overview

This opportunity fits self-starters who enjoy helping people, communicate with warmth, and like having ownership of their week. No prior sales background is required; curiosity and consistency matter most. In this role you will sell Life Insurance, Indexed Universal Life (IUL), and Annuities to individuals and families who want a clear plan.

Compensation is high and commission-only. Your commissions come from the business you place, and there is no ceiling on what dedicated representatives can achieve.