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Outside Sales Representative Weekly Pay Jobs in Indiana

Empire Today

Outside Sales Representative

Valparaiso, IN

$50K - $70K/yr

  • Medical

  • Dental

  • Vision

  • Life

Uncapped commissions, paid weekly * Paid training * Multiple schedule options * Direct seller ... Minimum of 2 self-generated installed sales per month, which pay at higher commissions * Attend ...

Empire Today LLC

Outside Sales Representative

Lexington, IN · On-site

$50K - $70K/yr

  • Medical

  • Dental

  • Vision

  • Life

Uncapped commissions, paid weekly * Paid training * Multiple schedule options * Direct seller ... Minimum of 2 self-generated installed sales per month, which pay at higher commissions * Attend ...

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All JobsOutside Sales Representative Weekly Pay JobsOutside Sales Representative Weekly Pay Jobs in Indiana

Outside Sales Representative Weekly Pay information

What is an outside sales representative?

An Outside Sales Representative with weekly pay is a professional who sells products or services by meeting clients in person, often traveling to their locations, rather than selling over the phone or online. These representatives build relationships, generate leads, and close sales deals while representing their company's offerings. Weekly pay means they receive their earnings every week, which may include base salary, commissions, or both. This payment structure can provide more consistent cash flow and is appealing to those who prefer frequent pay periods.

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

To thrive as an Outside Sales Representative, you need strong communication, negotiation, and customer relationship-building skills, often supported by a high school diploma or bachelor's degree in business. Familiarity with CRM software, sales tracking tools, and mobile communication devices is typically required. Persistence, self-motivation, and adaptability are crucial soft skills for excelling in a dynamic and competitive sales environment. These abilities enable representatives to effectively identify prospects, close deals, and achieve sales targets in a field-based role.

What are some common challenges faced by outside sales representatives and how can they be managed?

Outside Sales Representatives often encounter challenges such as managing a fluctuating schedule, handling rejection, and maintaining motivation while working independently. Success in this role relies on strong organizational skills, persistence, and the ability to quickly build rapport with potential clients. Many representatives find it helpful to set daily goals, use CRM tools to track leads, and participate in regular team meetings to stay connected and share best practices. Building a supportive network within your company can also help you overcome obstacles and remain motivated.

What is the difference between Outside Sales Representative Weekly Pay vs Inside Sales Representative Weekly Pay?

AspectOutside Sales Representative Weekly PayInside Sales Representative Weekly Pay
CredentialsTypically requires sales experience, sometimes industry-specific certificationsSimilar credentials, often with additional customer service skills
Work EnvironmentField-based, traveling to client locationsOffice or remote, inside a company setting
Industry UsageCommon in manufacturing, wholesale, and B2B salesPrevalent in tech, retail, and service industries
Weekly PayOften includes commissions, leading to variable weekly earningsTypically fixed salary or base pay with commissions

Outside Sales Representatives usually have variable weekly pay influenced by commissions and travel expenses, while Inside Sales Representatives tend to have more consistent weekly earnings with a fixed salary plus commissions. The choice depends on your work environment preference and earning style.

What are popular job titles related to Outside Sales Representative Weekly Pay jobs in Indiana?

For Outside Sales Representative Weekly Pay jobs in Indiana, the most frequently searched job titles are:

What job categories do people searching Outside Sales Representative Weekly Pay jobs in Indiana look for?

The top searched job categories for Outside Sales Representative Weekly Pay jobs in Indiana are:

What cities in Indiana are hiring for Outside Sales Representative Weekly Pay jobs?

Cities in Indiana with the most Outside Sales Representative Weekly Pay job openings:

Outside Sales Representative Weekly Pay jobs near you
Infographic showing various Outside Sales Representative Weekly Pay job openings in Indiana as of August 2026, with employment types broken down into 1% As Needed, 67% Full Time, 25% Part Time, and 7% Contract. Highlights an 94% Physical, 1% Hybrid, and 5% Remote job distribution.

Outside Sales Representative

True North Group LLC.

Evansville, IN • On-site

$60K - $100K/yr

Full-time

Re-posted 10 days ago

Job description

Join Our Team at True North Group

Position: Outside Sales Representative

Number of Openings: 1 Territory Role Available

About True North Group

At True North Group, we're more than an insurance agency—we're trusted partners to small and mid-sized businesses. Our mission is to protect what matters most: their people. We do this by delivering personalized supplemental insurance solutions and exceptional service. If you're someone who thrives on building relationships and helping others, this Outside Sales Representative role was made for you.

The Role

As an Outside Sales Representative, you'll be on the front lines of our business, visiting local companies in your assigned territory. You'll discover each client's unique needs, guide them through our range of insurance products, and become a trusted advisor they can rely on. With the freedom to set your own schedule, you'll balance in-person visits with strategic phone outreach, all supported by our intuitive Salesforce CRM.

What We're Looking For


Relationship-Builder: You're energized by meeting new people and earning their trust.

Self-Starter: You manage your own calendar, follow through on leads, and set ambitious goals.

Clear Communicator: You explain complex information simply—whether one-on-one or presenting to groups of up to 75.

Organized & Tech-Savvy: You keep detailed records in Salesforce and never let a follow-up slip through the cracks.

Service-Oriented: You genuinely care about clients' well-being, guiding them through claims and policy questions with empathy.

Licensed or Ready: You hold (or will obtain within 90 days) a Health & Life general lines license—we reimburse the fees and support your preparation.

Position Overview

In this outside sales position, you will:

Prospect & Connect: Identify local businesses, connect with the community, and schedule discovery meetings.

Present Solutions: Lead tailored benefits presentations for business owners and employee groups.

Maintain Relationships: Respond promptly to calls and emails, manage renewals, and assist clients through claims.

Track Your Pipeline: Use Salesforce to log interactions, manage tasks, and measure your progress.

Collaborate with Your Team: Join weekly strategy sessions to share best practices and celebrate wins.

Set Your Own Hours: Build a schedule that fits the businesses you serve—early mornings, late afternoons, or midday visits.

We Offer

Comprehensive Training: Blend of virtual workshops and ride-along field sessions to get you client-ready.

Weekly Draw Pay: Steady income floor plus immediate eligibility for bonuses and commissions.

Incentive Rewards: Quarterly retreats, annual trips, cash bonuses, stock awards, and lifetime-vested renewal commissions.

Career Growth: Clear pathways to senior sales roles, field training positions, or agency leadership.

Supportive Culture: A team that shares resources, mentors new reps, and celebrates collective success.

Flexible Schedule: More autonomy over your hours as you build your client base.

Additional Qualifications

Bachelor's degree or a minimum of 4 years in a customer-facing role—recent graduates welcome.

Comfort with technology—Salesforce experience is a plus.

Coachable attitude and a drive to exceed goals.

Your New Journey Starts Here

If you're ready to hit the ground running, forge meaningful client relationships, and grow a rewarding career in outside sales, True North Group is here to support you every step of the way.

Apply now and let's protect our community, together.

Learn more and apply at: https://www.thetruenorthgroupllc.com/