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Entry Level Outside Sales Representative Jobs in Indiana

Cox Roofing

Be Seen First

Entry-Level Outside Sales Representative - Roofing

Sellersburg, IN · On-site

$60K - $110K/yr

Generate qualified appointments for our sales team * Educate homeowners on roofing, siding, gutter, and exterior remodeling services * Build rapport and represent the Cox Roofing brand professionally

AMR ROOFING

Outside Sales Representative

Indianapolis, IN · On-site

$60K - $270K/yr

Outside Sales Representatives teach homeowners on exterior projects (Roofing, Siding, Gutters) through storm damages. American Roof Warriors is dedicated to protecting homeowners' most important ...

AMR ROOFING

Outside Sales Representative

Carmel, IN · On-site

$60K - $270K/yr

Outside Sales Representatives teach homeowners on exterior projects (Roofing, Siding, Gutters) through storm damages. American Roof Warriors is dedicated to protecting homeowners' most important ...

AMR ROOFING

Outside Sales Representative

Greenfield, IN

$60K - $270K/yr

Outside Sales Representatives teach homeowners on exterior projects (Roofing, Siding, Gutters) through storm damages. American Roof Warriors is dedicated to protecting homeowners' most important ...

AMR ROOFING

Outside Sales Representative

Greenwood, IN · On-site

$60K - $270K/yr

Outside Sales Representatives teach homeowners on exterior projects (Roofing, Siding, Gutters) through storm damages. American Roof Warriors is dedicated to protecting homeowners' most important ...

AMR ROOFING

Outside Sales Representative

Greenfield, IN · On-site

$60K - $270K/yr

Outside Sales Representatives teach homeowners on exterior projects (Roofing, Siding, Gutters) through storm damages. American Roof Warriors is dedicated to protecting homeowners' most important ...

AMR ROOFING

Outside Sales Representative

Indianapolis, IN · On-site

$60K - $270K/yr

Outside Sales Representatives teach homeowners on exterior projects (Roofing, Siding, Gutters) through storm damages. American Roof Warriors is dedicated to protecting homeowners' most important ...

AMR ROOFING

Outside Sales Representative

Greenwood, IN

$60K - $270K/yr

Outside Sales Representatives teach homeowners on exterior projects (Roofing, Siding, Gutters) through storm damages. American Roof Warriors is dedicated to protecting homeowners' most important ...

AMR ROOFING

Outside Sales Representative

Carmel, IN

$60K - $270K/yr

Outside Sales Representatives teach homeowners on exterior projects (Roofing, Siding, Gutters) through storm damages. American Roof Warriors is dedicated to protecting homeowners' most important ...

The Perillo Group

Outside Sales Rep

Indianapolis, IN · On-site

Outside Sales Representative * Identify and develop new business opportunities through networking and cold calling * Build and maintain strong relationships with customers * Understand customer needs ...

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

Entry Level Outside Sales Representative information

See Indiana salary details

$28.5K

$74.3K

$157.5K

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

As of Jul 30, 2026, the average yearly pay for entry level outside sales representative in Indiana is $74,262.00, according to ZipRecruiter salary data. Most workers in this role earn between $50,000.00 and $85,600.00 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.

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 Indiana? The most popular types of Outside Sales Representative jobs in Indiana are:
What are popular job titles related to Entry Level Outside Sales Representative jobs in Indiana? For Entry Level Outside Sales Representative jobs in Indiana, the most frequently searched job titles are:
What job categories do people searching Entry Level Outside Sales Representative jobs in Indiana look for? The top searched job categories for Entry Level Outside Sales Representative jobs in Indiana are:
Entry Level Outside Sales Representative jobs near you
Infographic showing various Entry Level Outside Sales Representative job openings in Indiana as of July 2026, with employment types broken down into 84% Full Time, 12% Part Time, 1% Temporary, and 3% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution, with an average salary of $74,262 per year, or $35.7 per hour.

Entry-Level Outside Sales Representative

The Impact Insurance Agency

Clinton, IN • On-site

$65K - $85K/yr

Full-time, Contractor

Medical, Life

Re-posted 9 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/