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Entry Level Outside Sales Rep Jobs in Indiana (NOW HIRING)

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

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 · 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

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

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

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 Rep JobsEntry Level Outside Sales Rep JobsEntry Level Outside Sales Rep Jobs in Indiana

Entry Level Outside Sales Rep information

What are the key skills and qualifications needed to thrive as an entry level outside sales rep?

To thrive as an Entry Level Outside Sales Rep, you need strong interpersonal skills, persuasive communication abilities, and a basic understanding of sales principles, usually supported by a high school diploma or bachelor's degree. Familiarity with CRM software like Salesforce and proficiency in Microsoft Office are typically required. Initiative, resilience, and adaptability are standout soft skills for building client relationships and overcoming rejection. These skills are crucial for consistently meeting sales targets, expanding the customer base, and succeeding in a competitive, client-facing environment.

How to get started in entry level outside sales rep?

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 your skills and understanding of the sales environment.

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 learn about the products or services you'll sell. Gaining familiarity with customer relationship management (CRM) tools and understanding basic sales techniques can also improve your prospects. Entry-level roles often require a high school diploma or equivalent and may include on-the-job training.

What are some typical challenges faced by entry level outside sales reps, and how can they overcome them?

Entry level outside sales reps often encounter challenges such as building a client base from scratch, facing frequent rejection, and managing time efficiently while traveling to meet prospects. To overcome these hurdles, it's important to develop strong communication and resilience skills, leverage mentorship and training resources provided by the company, and use digital tools to organize leads and appointments. Consistently following up with prospects and seeking feedback from experienced team members can also accelerate growth and success in the role.

What is an entry level outside sales rep?

An Entry Level Outside Sales Representative is a professional who is responsible for selling products or services to customers, typically by meeting them in person outside of the office environment. This role often involves generating leads, making sales presentations, and building relationships with new and existing clients. Entry level reps receive training and guidance to develop their sales skills and product knowledge. It’s a great starting point for those interested in a career in sales, offering opportunities for growth and advancement.

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

AspectEntry Level Outside Sales RepInside Sales Representative
CredentialsHigh school diploma or equivalent; some roles may prefer a bachelor's degreeHigh school diploma or equivalent; some roles may prefer a bachelor's degree
Work EnvironmentField-based, traveling to client locationsOffice-based, engaging with clients via phone or online
Industry UsageCommon in manufacturing, wholesale, and B2B salesCommon in technology, retail, and service industries
Job FocusBuilding client relationships in person, generating new businessManaging existing accounts, lead generation, and customer support

While both roles involve sales, Entry Level Outside Sales Reps focus on face-to-face client interactions and traveling to meet prospects, whereas Inside Sales Representatives primarily work from an office environment handling calls and online communications. The choice depends on your preferred work setting and industry focus.

What cities in Indiana are hiring for Entry Level Outside Sales Rep jobs? Cities in Indiana with the most Entry Level Outside Sales Rep job openings:
Entry Level Outside Sales Rep jobs near you

Entry-Level Outside Sales Representative -- Educators Welcome

The Impact Insurance Agency

Boonville, IN • On-site

$65K - $85K/yr

Full-time, Contractor

Medical, Life

Re-posted 20 hours ago

Job description

Entry-Level Outside Sales Representative Educators Welcome

Company: Impact Insurance Agency
Pay: $65,000$85,000 average first-year income | Commission + Optional 6-Week Base Draw
Schedule: Full-Time | Independent Contractor
Industry: Supplemental Insurance | B2B Outside Sales
Location: Local Territory | In-Person

A Professional Transition for Leaders Ready for More Ownership

Many teachers, coaches, and educators develop strong leadership skills guiding groups, communicating clearly, and helping others grow. At Impact Insurance Agency, those strengths translate naturally into a career that offers independence, professional growth, and the ability to make a real impact beyond the classroom.

We partner with local businesses to provide supplemental insurance solutions that help employees and families stay protected during life's unexpected moments. This role is ideal for individuals who are confident leading conversations, value meaningful work, and want greater control over their career path.

The Opportunity

This entry-level B2B outside sales role blends education, relationship-building, and consultative guidance. You'll manage your own local territory while working within a structured system that provides mentorship, training, and leadership development even if you've never worked in sales before.

You'll meet directly with business owners and employee groups, helping them understand benefit options and make informed, practical decisions.

Key Responsibilities

  • Build professional relationships with local business leaders and teams

  • Lead clear, organized benefit presentations

  • Guide clients through supplemental insurance options and enrollment processes

  • Provide follow-up support and maintain long-term client relationships

  • Manage scheduling, appointments, and territory activity

  • Participate in weekly training, mentorship, and skill development

Training & Development

  • Structured onboarding designed for educators transitioning into business roles

  • Hands-on field training and mentorship

  • Health & Life licensing assistance and reimbursement

  • Leadership development focused on communication, influence, and relationship management

  • Clear pathways into training and leadership positions

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

  • Advancement opportunities into leadership and trainer roles

Ideal Background

This opportunity may be a strong fit if you:

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

  • Are confident leading conversations and presenting to groups

  • Value independence, ownership, and professional growth

  • Communicate with clarity, professionalism, and purpose

  • Enjoy guiding people toward informed decisions

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

Why Impact Insurance Agency

Our culture is built on integrity, mentorship, and steady growth. Many of our leaders began in entry-level roles and advanced through consistency, leadership, and a genuine desire to help others succeed.

Apply Today

If you're ready to bring your leadership and communication skills into a professional outside sales career where your effort directly shapes your success we'd love to connect.

https://www.theimpactinsuranceagency.com/