Relationship-Focused Sales Representative

Stratford Davis; Portland (ME); Remote; USD 60,000 - 140,000; Full time

Job summary

Stratford Davis in Portland, ME seeks a Relationship-Focused Sales Representative. You will engage with families remotely, listen to needs, and present Life Insurance, Indexed Universal Life (IUL), and Annuities to build lasting relationships.

The role is commission-only with earnings tied to the business you place, supported by training and mentorship from day one, with opportunities for team incentives as you succeed.

Responsibilities

• Warm first meetings with prospects via remote channels.
• Listen to dependents and income needs to tailor outcomes.
• Present Life Insurance, Indexed Universal Life (IUL), and Annuities.
• Explain options in plain language and guide next steps.
• Provide ongoing care and relationship management after placement.

Skills

Relationship building

Communication

Listening skills

Sales presentations

Remote work adaptability

Job description

Relationship-Focused Sales Representative

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

Families come to us for insurance and financial planning they can trust. Entrepreneur Magazine has honored our culture twice, candidates and teammates give us high marks on Glassdoor and Indeed, we have been named to the Inc. 5000 list for six consecutive years, and Forbes has spotlighted our approach and industry standing.

Your Daily Focus

• You will spend most of your time in genuine conversations, not in a cubicle or on a fixed office clock. Training is provided, and experienced mentors stay close as you learn. Typical work includes:
• Warm First Meetings: Connect remotely with people who already asked to learn more.
• Listening First: Understand dependents, income needs, and the outcomes that matter most to each household.
• Solution Presentations: Present clients with Life Insurance, Indexed Universal Life (IUL), and Annuities.
• Simple Next Steps: Walk people through options in plain language so they can decide with confidence.
• Ongoing Care: Check back after placement and keep the relationship strong.

What Makes This Different

• This is not a typical 8-to-5 job, and it is not built around cold calling.
• Fully Remote: Work from home or anywhere you have a reliable connection.
• Flexible Hours: Arrange client meetings around your life, usually in a few focused days rather than a locked weekday routine.
• Pre-Interested Prospects: Your calendar is filled with people who want the conversation.
• Guidance From Day One: Training and mentorship are provided so you are never left to figure it out alone.
• A Supportive Bench: Leaders review your approach and help you sharpen it.
• Recognition for Results: Strong producers can unlock team trips and conferences.

A Quick Look at the Role

• The products you will discuss are Life Insurance, Indexed Universal Life (IUL), and Annuities — the same three solutions this seat is built around.
• The person who thrives here likes people, follows through, and wants a career that grows with effort.
• Pay is high and commission-only. Earnings move with the business you place and are not capped.
• If building trust with families from a remote setting sounds like the right next chapter, we want to hear from you.