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Entry Level Outside Sales Representative Jobs in Virginia

W.B. Mason

Entry-Level Outside Sales Rep

Richmond, VA · On-site

$60K - $65K/yr

If you're a driven individual ready to excel in the world of outside sales, this is your chance to thrive and unlock exciting opportunities for growth. Don't miss out on the chance to be part of a ...

W.B. Mason

Entry-Level Outside Sales Rep

Lorton, VA · On-site

$60K - $65K/yr

If you're a driven individual ready to excel in the world of outside sales, this is your chance to thrive and unlock exciting opportunities for growth. Don't miss out on the chance to be part of a ...

W.B. Mason

Entry-Level Outside Sales Rep

Richmond, VA · On-site

$60K - $65K/yr

If you're a driven individual ready to excel in the world of outside sales, this is your chance to thrive and unlock exciting opportunities for growth. Don't miss out on the chance to be part of a ...

W.B. Mason

Entry-Level Outside Sales Rep

Waynesboro, VA · On-site

$60K - $65K/yr

If you're a driven individual ready to excel in the world of outside sales, this is your chance to thrive and unlock exciting opportunities for growth. Don't miss out on the chance to be part of a ...

W.B. Mason

Entry-Level Outside Sales Rep

Lorton, VA · On-site

$60K - $65K/yr

If you're a driven individual ready to excel in the world of outside sales, this is your chance to thrive and unlock exciting opportunities for growth. Don't miss out on the chance to be part of a ...

W.B. Mason

Entry-Level Outside Sales Rep

Winchester, VA · On-site

$60K - $65K/yr

If you're a driven individual ready to excel in the world of outside sales, this is your chance to thrive and unlock exciting opportunities for growth. Don't miss out on the chance to be part of a ...

W.B. Mason

Entry-Level Outside Sales Rep

Winchester, VA · On-site

$60K - $65K/yr

If you're a driven individual ready to excel in the world of outside sales, this is your chance to thrive and unlock exciting opportunities for growth. Don't miss out on the chance to be part of a ...

W.B. Mason

Entry-Level Outside Sales Rep

Waynesboro, VA · On-site

$60K - $65K/yr

If you're a driven individual ready to excel in the world of outside sales, this is your chance to thrive and unlock exciting opportunities for growth. Don't miss out on the chance to be part of a ...

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Showing results 1-20

All JobsOutside Sales Representative JobsEntry Level Outside Sales Representative JobsEntry Level Outside Sales Representative Jobs in Virginia

Entry Level Outside Sales Representative information

See Virginia salary details

$29.7K

$77.4K

$164.1K

How much do entry level outside sales representative jobs pay per year?

As of Aug 10, 2026, the average yearly pay for entry level outside sales representative in Virginia is $77,373.00, according to ZipRecruiter salary data. Most workers in this role earn between $52,000.00 and $89,200.00 per year, depending on experience, location, and employer.

What is the difference between Entry Level Outside Sales Representative vs Inside Sales Associate?

AspectEntry Level Outside Sales RepresentativeInside Sales Associate
Work EnvironmentField-based, traveling to client locationsOffice-based, remote or in-office
Customer InteractionFace-to-face meetings with clientsPhone, email, or virtual communication
Required SkillsCommunication, negotiation, travel readinessCommunication, CRM proficiency, multitasking
Common IndustriesRetail, manufacturing, wholesaleTechnology, services, B2B sales

Entry Level Outside Sales Representatives typically work in the field, engaging directly with clients and traveling to sales locations, while Inside Sales Associates operate mainly from the office, handling customer inquiries remotely. Both roles require strong communication skills, but their work environments and daily tasks differ significantly, catering to different sales strategies and industry needs.

Can you work as an entry level outside sales representative without experience?

Entry level outside sales representatives often do not require prior experience, as companies typically provide training on sales techniques, product knowledge, and customer engagement. Success in this role depends on strong communication skills, a proactive attitude, and the ability to learn quickly. Some positions may prefer or require a high school diploma or equivalent, but many focus on potential and interpersonal skills over experience.

How to get started in entry level outside sales representative?

To start as an entry-level outside sales representative, gain strong communication and interpersonal skills, and familiarize yourself with sales techniques and product knowledge. Typically, employers look for a high school diploma or equivalent, and some roles may require a valid driver's license for travel. Gaining experience through internships or entry-level sales positions can also help build relevant skills and industry understanding.

How to be an entry level outside sales representative with no experience?

To become an entry-level outside sales representative with no experience, focus on developing strong communication and interpersonal skills, and gain knowledge of the industry or products you will sell. Entry-level roles often require a willingness to learn, a positive attitude, and the ability to work independently in the field; some employers may provide training or onboarding programs. Building a basic understanding of sales techniques and customer relationship management tools can also improve your chances of securing a position.

What is an entry level outside sales representative?

An Entry Level Outside Sales Representative is a professional who is responsible for selling a company's products or services by meeting clients and prospects outside of the office environment. They typically generate leads, make sales presentations, build relationships with customers, and close deals. This role is ideal for individuals who are outgoing, self-motivated, and enjoy working in a fast-paced, goal-oriented setting. Entry level positions usually offer training and mentorship, making them suitable for those new to sales. Success in this role often leads to advancement opportunities within the sales field.

What are some common challenges faced by entry level outside sales representatives, and how can they be overcome?

Entry Level Outside Sales Representatives often face challenges such as building a customer base from scratch, handling rejection, and managing time efficiently while meeting sales targets. Overcoming these obstacles involves persistence, actively seeking mentorship from experienced colleagues, and continuously improving product knowledge. Effective organization and a positive attitude are key, as is regularly following up with leads and learning from feedback to refine sales techniques.

What are the key skills and qualifications needed to thrive as an entry level outside sales representative, and why are they important?

To thrive as an Entry Level Outside Sales Representative, you need strong interpersonal skills, persuasive communication abilities, and a basic understanding of sales principles, often supported by a high school diploma or equivalent. Familiarity with CRM software, sales tracking tools, and mobile communication platforms is typically required. Persistence, self-motivation, and resilience are standout soft skills that help you excel in building client relationships and overcoming rejection. These skills are crucial for generating leads, closing sales, and achieving consistent performance in a competitive, target-driven environment.
What are the most commonly searched types of Outside Sales Representative jobs in Virginia? The most popular types of Outside Sales Representative jobs in Virginia are:
What are popular job titles related to Entry Level Outside Sales Representative jobs in Virginia? For Entry Level Outside Sales Representative jobs in Virginia, the most frequently searched job titles are:
What job categories do people searching Entry Level Outside Sales Representative jobs in Virginia look for? The top searched job categories for Entry Level Outside Sales Representative jobs in Virginia are:
What cities in Virginia are hiring for Entry Level Outside Sales Representative jobs? Cities in Virginia with the most Entry Level Outside Sales Representative job openings:
Entry Level Outside Sales Representative jobs near you
Infographic showing various Entry Level Outside Sales Representative job openings in Virginia as of August 2026, with employment types broken down into 80% Full Time, 19% Part Time, and 1% Contract. Highlights an 82% Physical, 1% Hybrid, and 17% Remote job distribution, with an average salary of $77,373 per year, or $37.2 per hour.

Entry-Level Outside Sales Representative

The Impact Insurance Agency

Louisa, VA • On-site

$65K - $85K/yr

Full-time, Contractor

Medical, Life

Re-posted 3 days ago

Job description

Entry-Level Outside Sales Representative

Company: Impact Insurance Agency
Schedule: Full-Time | Independent Contractor
Industry: Supplemental Insurance | B2B Outside Sales
Location: Local Territory | In-Person

A Career Path Built for Educators Who Love Helping People

Many teachers, coaches, and education professionals reach a point where they want to continue making a difference while also exploring new opportunities for growth, flexibility, and long-term income potential.

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. Professionals from education often thrive here because the role draws on familiar strengths: communication, mentorship, leadership, and the ability to guide others through important decisions.

This isn't about leaving education behind it's about applying your experience in a new environment where your voice, structure, and people skills continue to matter.

The Opportunity

This entry-level outside sales role focuses on education-based conversations, relationship-building, and ongoing client support. You'll meet with business owners and employees face-to-face, helping them understand benefit options in a clear and approachable way.

As an independent contractor, you'll manage your own local territory while working within a structured system that provides training, mentorship, and consistent support even if you've never worked in sales before.

What You'll Do

  • Connect with local businesses and introduce supplemental insurance solutions

  • Lead enrollment-style conversations that feel educational, not high-pressure

  • Break down complex information into clear, easy-to-understand guidance

  • Build long-term relationships through follow-up and consistent communication

  • Organize your schedule, appointments, and territory activity

  • Participate in weekly training, collaboration, and professional development

Training Designed for Education Professionals

  • Structured onboarding with step-by-step support

  • Hands-on field training and mentorship

  • Health & Life licensing assistance and reimbursement

  • Coaching focused on communication, leadership, and relationship skills

  • A collaborative team culture that values encouragement and growth

Compensation & Structure

  • Commission-based income with performance bonuses

  • Average first-year income: $65,000$85,000 (performance-based)

  • Optional 6-week base draw while building your client base

  • Flexible daytime schedule with autonomy over your territory

  • Long-term advancement into training, leadership, or mentoring roles

Ideal Background

This opportunity may resonate with you if you:

  • Have experience as a teacher, coach, trainer, educator, or mentor

  • Enjoy presenting, guiding conversations, and helping people learn

  • Communicate with clarity, patience, and professionalism

  • Thrive in relationship-focused environments

  • Are looking for a career path that blends purpose with growth potential

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

Why Impact Insurance Agency

Our culture is built on mentorship, collaboration, and steady development. Many of our leaders began in entry-level roles and grew through consistency, encouragement, and a genuine desire to help others succeed. We believe strong relationships not pressure drive long-term success.

Apply Today

If you're ready to take your communication and leadership skills beyond the classroom and into a professional role where you can continue helping people every day, we'd love to connect.

https://www.theimpactinsuranceagency.com/