Remote Household Protection Sales Specialist

Stratford Davis; Chicago (IL); Remote; USD 70,000 - 120,000; Full time

Benefits offered by this job

Health and dental options

Job summary

Stratford Davis is seeking a Remote Household Protection Sales Specialist to join our Chicago-area team as a remote, flexible-position. You will guide clients toward protection and long-term financial confidence by presenting Life Insurance, Indexed Universal Life (IUL), and Annuities with clear, client-centered explanations.

Only commission-based compensation with bonus opportunities applies, and successful representatives can earn six-figure incomes.

Qualifications

• Backgrounds in teaching, hospitality, customer service, coaching, or military translate well.
• Strong communication and relationship-building skills.
• Ability to guide clients through life-insurance and annuity options.

Responsibilities

• Think of yourself as a guide rather than a pitchman and help clients move from uncertainty to a plan.
• Ask thoughtful questions to uncover priorities, obligations, and worries.
• Explain Life Insurance, Indexed Universal Life (IUL), and Annuities in everyday terms and highlight trade-offs.
• Design the recommendation to match coverage with budget and goals.
• Meet on screen or by phone and run appointments online.
• Close the loop by helping clients finish applications and schedule annual reviews.

Skills

Communication

Active listening

Questioning skills

Job description

Remote Household Protection Sales Specialist

Chicago, United States | Posted on 11/12/2026

Our insurance and financial planning firm exists to help everyday households feel prepared for whatever comes next. We have grown by pairing that mission with a workplace people genuinely enjoy: Entrepreneur Magazine has twice named us among the standout company cultures, our team reviews on Glassdoor and Indeed remain consistently strong, we have earned a spot on the Inc. 5000 for six straight years, and Forbes has profiled the way we serve clients.

What You'll Do

Think of yourself as a guide rather than a pitchman. Your calendar fills with people who reached out first, and your job is to help them move from uncertainty to a plan they understand.

• Ask before you advise: Use thoughtful questions to uncover each person's priorities, obligations, and worries.
• Explain the options: Present Life Insurance, Indexed Universal Life (IUL), and Annuities in everyday terms, highlighting the trade-offs that matter for each family.
• Design the recommendation: Match coverage amounts and product types to the budget and goals you uncovered together.
• Meet on screen or by phone: Run every appointment online, from a spare bedroom, a coffee shop, or a hotel on the road.
• Close the loop: Help clients finish their applications, celebrate approvals with them, and schedule annual reviews.

What Makes Us Different

Most sales jobs still expect you at a desk from 8-to-5. We do not. This is a remote role you can work from anywhere, with flexible hours you plan around school runs, travel, workouts, or a second passion.

• Training provided from day one: Short, practical modules plus live practice sessions so you feel ready before your first client meeting.
• Leads that want to talk: Prospects come to you after requesting information, so there is no cold calling.
• Coaching on real calls: Leaders join, listen, and give specific feedback that speeds up your progress.
• Health and dental options: Health and dental cover is available through exchange options.
• Bonus opportunities: Production bonuses, contests, and recognition reward consistent effort.
• Clear path upward: Move into mentoring and team leadership as your results grow.

Role Overview

We are looking for dependable, people-first communicators who like solving problems and want more say over how their week unfolds. Backgrounds in teaching, hospitality, customer service, coaching, and the military translate well here. Your focus will be to sell Life Insurance, Indexed Universal Life (IUL), and Annuities to clients who want protection and long-term financial confidence.

This is a commission-based position with bonus incentives, and committed representatives have a realistic path to six-figure earnings. Your income grows with every family you help protect.