Work-From-Anywhere Sales Representative

Stratford Davis; Boston (MA); Remote; USD 60,000 - 120,000; Full time

Benefits offered by this job

Remote role

Flexible schedule

Training and mentorship

Job summary

Stratford Davis in Boston, MA is seeking motivated professionals for a fully remote life-insurance sales role. Work from anywhere with a flexible schedule. We provide full training and mentorship, focusing on nationwide conversations and thoughtful follow-up to support clients.

You'll educate clients on Life Insurance, Indexed Universal Life (IUL), and Annuities, turning conversations into clear options. Compensation is commission-only with uncapped earning potential, and you’ll have a

Qualifications

• Motivated professionals seeking location independence.
• Interest in Life Insurance and financial products.
• Comfort with commission-based income.

Responsibilities

• Meet households by video and phone from any location.
• Listen to what families want to protect and build.
• Educate clients on Life Insurance, Indexed Universal Life (IUL), and Annuities.
• Turn conversations into clear, understandable options.
• Stay present after the decision to support clients.
• Participate in training and leverage proprietary tools.

Job description

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

We are an insurance and financial planning firm built for people who want meaningful client work without being tied to an office. Our workplace has been honored twice by Entrepreneur Magazine, and our teams earn consistently high ratings on Glassdoor and Indeed. Six consecutive years on the Inc. 5000 list, plus a recent Forbes feature, reflect how we grow and how we lead.

What You'll Do

• This is a fully remote seat. You can work from anywhere, set a flexible schedule, and skip the typical 8-to-5 grind. Full training and mentorship are provided. Your focus will include:
  


• Nationwide Conversations: Meet households by video and phone from whatever location works for you.
  


• Goal Discovery: Listen closely to what each family wants to protect and what they hope to build.
  


• Client Education: Educate clients on Life Insurance, Indexed Universal Life (IUL), and Annuities.
  


• Clear Recommendations: Turn those conversations into straightforward options they can understand.
  


• Thoughtful Follow-Up: Stay present after the decision so clients feel supported, not rushed.
  

Why People Choose Us

• We designed this role around freedom and support, not rigid office hours:
  


• Work From Anywhere: This is a remote role — no commuting and no required workplace.
  


• A Schedule You Shape: Structure your week around high-value conversations instead of a fixed 8-to-5 clock.
  


• Warm Introductions: Speak with interested, pre-screened prospects rather than chasing cold lists.
  


• Training Provided: Full training and mentorship are provided so you can grow with guidance from experienced leaders.
  


• Tools Ready to Use: Digital platforms and proprietary resources are supplied so you can focus on clients.
  


• Room to Grow: A supportive team and a path to larger responsibility as your results expand.
  

Role Overview

• What You Offer: The solutions in this role are Life Insurance, Indexed Universal Life (IUL), and Annuities.
  


• Who Fits: Motivated professionals who want location independence and a career that rewards initiative.
  


• How You Earn: Compensation is high and commission-only. Your income tracks the results you produce, with uncapped earning potential.
  


• If you want a remote sales career that lets you work from anywhere and still have a team behind you, we would like to meet you.