ZipRecruiter

Log In

1

Independent Contractor Sales Representative Jobs in Virginia

previous pagenext page

Showing results 21-40

All JobsIndependent Contractor Sales Representative JobsIndependent Contractor Sales Representative Jobs in Virginia

Independent Contractor Sales Representative information

What is an independent contractor sales representative?

Independent contractor sales representatives are self-employed individuals or businesses hired by companies to sell their products or services. Unlike traditional employees, these sales representatives work on a contract basis, often earning commissions instead of a fixed salary. They have more control over their work schedules and methods but are responsible for their own taxes and expenses. Companies benefit from hiring independent contractors because they only pay for results and do not have to provide benefits or handle payroll taxes. This arrangement allows for flexibility and entrepreneurial opportunities for the sales representative.

What are the key skills and qualifications needed to thrive as an independent contractor sales representative?

To thrive as an Independent Contractor Sales Representative, you need strong sales acumen, negotiation skills, and a track record of meeting targets, often supported by prior sales experience or relevant training. Familiarity with CRM software, digital communication platforms, and sales tracking tools is typically required. Exceptional self-motivation, resilience, and interpersonal skills help individuals excel in building client relationships and managing their own business pipeline. These skills ensure you can effectively generate leads, close deals, and maintain long-term client satisfaction in a self-directed work environment.

What are some common challenges independent contractor sales representatives face when managing their own client pipeline?

Independent Contractor Sales Representatives often encounter challenges such as building a reliable client base from scratch, managing their time efficiently without direct supervision, and staying motivated in a commission-based environment. Since they are responsible for their own sales pipeline, they must consistently prospect for new leads, nurture relationships, and close deals while handling administrative tasks like invoicing and reporting. Developing strong organizational skills and a proactive approach to networking are essential for long-term success in this role.

What is the difference between Independent Contractor Sales Representative vs Inside Sales Representative?

AspectIndependent Contractor Sales RepresentativeInside Sales Representative
CredentialsVaries; often requires sales experience, industry-specific knowledgeTypically requires sales or customer service experience, sometimes a degree
Work EnvironmentRemote or on-site, flexible hours, independent setupOffice-based or remote, regular hours, team environment
Employer UsageHired by companies as independent contractors, often for specific projectsEmployed directly by companies, salaried or hourly

While both roles involve sales, Independent Contractor Sales Representatives work independently, often on a freelance basis, with flexible hours and varied environments. Inside Sales Representatives are typically employed by companies, working within structured teams and regular hours. Understanding these differences helps job seekers identify the right fit for their skills and career goals.

How do independent contractor sales representatives get paid?

Independent contractor sales representatives are typically paid on a commission basis, earning a percentage of the sales they generate. Some may also receive bonuses or performance-based incentives, and they usually work as self-employed individuals without traditional employee benefits.

What are the most commonly searched types of Sales Representative jobs in Virginia?

The most popular types of Sales Representative jobs in Virginia are:

Independent Contractor Sales Representative jobs near you
Infographic showing various Independent Contractor Sales Representative job openings in Virginia as of August 2026, with employment types broken down into 80% Full Time, 18% Part Time, and 2% Contract. Highlights an 80% Physical, 1% Hybrid, and 19% Remote job distribution.

Trainer & Sales Representative -- Teaching, Training, & Mentorship Experience Welcome

The Impact Insurance Agency

Bumpass, VA • On-site

$85K - $105K/yr

Full-time

Medical, Life

Re-posted 26 days ago

Job description

Trainer & Sales Representative — Teaching, Training, & Mentorship Experience Welcome

 Outside Sales Representative and Trainer
Impact Insurance Agency | Full-Time | Independent Contractor | Local Territory

A New Chapter in Helping People

Many educators and coaches reach a point where they're ready for a professional path that still centers on guidance, mentorship, and meaningful connection — just in a different environment. At Impact Insurance Agency, we partner with local businesses to provide supplemental insurance solutions that help employees and families feel supported during life's unexpected moments.

Former teachers, trainers, and education professionals often find this role to be a natural extension of the skills they already use every day: listening, educating, encouraging growth, and building trust. This isn't about leaving education behind — it's about applying your strengths in a setting that offers flexibility, professional development, and long-term opportunity.

The Role

As a Trainer & Sales Representative, you'll blend relationship-driven B2B sales with mentorship and leadership. You'll meet face-to-face with business owners and employees while helping support and guide newer representatives in the field.

This independent contractor role provides autonomy over your schedule and territory, while still offering structured training, leadership support, and a collaborative, people-first culture.

What You'll Do

Build and nurture relationships with local business leaders and their teams

Educate employees on supplemental insurance solutions with clarity and professionalism

Guide enrollment conversations and provide ongoing follow-up support

Maintain organized client records and manage your territory effectively

Mentor and support newer representatives, sharing best practices and encouragement

Participate in weekly team collaboration, training, and professional development

Foster long-term partnerships built on trust, service, and consistency

Training & Professional Support

Structured onboarding for professionals transitioning from education, coaching, or training roles

Hands-on mentorship and field guidance from experienced leaders

Health & Life licensing assistance and reimbursement

Ongoing professional development focused on communication, leadership, and client care

Collaborative, supportive team culture centered on growth and encouragement

Compensation & Structure

Target annual earnings: $85,000–$105,000 (draw pay, commissions, and bonuses)

Weekly draw available while growing your client base

Performance-based incentives and advancement into senior sales or leadership roles

Hybrid flexibility with local, in-person client meetings

Autonomy over your schedule while following a proven, supportive system

Ideal Background

This opportunity may resonate with you if you:


Have experience as a teacher, coach, trainer, educator, or academic leader

Enjoy mentoring others and guiding people through important decisions

Value meaningful relationships and long-term impact

Are seeking a career that blends purpose, flexibility, and professional growth

Are willing to obtain a Health & Life Insurance license (support provided)

Why Impact Insurance Agency

Our culture is built on respect, collaboration, and mentorship. Many of our leaders transitioned from education and people-focused professions and discovered a role where their ability to teach, encourage, and lead remains at the center of their success.

Apply Today

If you're ready to explore a new chapter — one that allows you to continue helping people while building a sustainable, leadership-focused career — we'd love to connect.

https://www.theimpactinsuranceagency.com/