Remote Direct Sales Representative

Stratford Davis; Milwaukee (WI); Remote; USD 30,000 - 60,000; Full time

Benefits offered by this job

Remote work freedom

Executive coaching

Merit awards & trips

Health insurance options

Commission-based pay

Job summary

Stratford Davis LLC in Milwaukee seeks a Remote Entry Level Sales Representative who helps individuals navigate financial decisions and plan for a secure future.

You will engage clients virtually, learn products, and grow through a commission-driven schedule with executive coaching and mentoring.

This role rewards output over hours, emphasizes empathy, relationship-building, and service excellence, and offers health insurance options and travel recognition.

Qualifications

• Empathetic listener with strong relationship-building talents.
• High accountability and a clean track record of professional integrity.
• Eager to move away from rigid hourly caps into a career path that rewards output.

Responsibilities

• Engage with individuals virtually to understand their unique life situations and long-term goals.
• Recommend tailored financial tools that protect families and build long-term security.
• Cultivate ongoing relationships through routine check-ins, guidance, and exceptional service.
• Master product knowledge and sales strategy with guidance from experienced leaders.

Skills

Empathetic listening

Relationship building

Accountability

Integrity

Job description

Milwaukee, United States | Posted on 10/31/2026

If you excel at helping people and want a role that values your interpersonal skills, we’d love to meet you. As a Remote Entry Level Sales Representative, you will partner with individuals and families to help them navigate important financial decisions and plan for a secure future.

Day-to-Day Impact

• Engage with individuals virtually to understand their unique life situations and long-term goals.
• Recommend tailored financial tools that protect families and build long-term security.
• Cultivate ongoing relationships through routine check-ins, guidance, and exceptional service.
• Master product knowledge and sales strategy with guidance from experienced leaders.

Ideal Candidate Profile

• Empathetic listener with strong relationship-building talents.
• High accountability and a clean track record of professional integrity.
• Eager to move away from rigid hourly caps into a career path that rewards output.
• Background in customer service, hospitality, retail, or administration is a plus, but not required.

Member Benefits & Compensation

• Work-Life Alignment: Complete remote workspace freedom with zero commuting.
• Structured Mentorship: One-on-one executive coaching designed for beginner success.
• Recognition & Travel: Opportunities for merit awards, financial bonuses, and company-sponsored getaways.
• Comprehensive Perks: Health exchange plan options and life insurance coverage.
• Commission-Based Opportunity: Your earnings are completely commission-driven, giving you direct control over your paycheck so that your financial growth directly reflects your dedication and client impact.