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Outside Sales Representative Insurance Jobs (NOW HIRING)

Outside Sales Representatives teach homeowners on exterior projects (Roofing, Siding, Gutters ... Full Insurance Benefits * 401K with 2% employer match * Company Paid Annual Trip: Punta Canta 2025!

Outside Sales Representatives teach homeowners on exterior projects (Roofing, Siding, Gutters ... Full Insurance Benefits * 401K with 2% employer match * Company Paid Annual Trip: Punta Canta 2025!

Who We Are! Sales Focus Inc. , the sales outsourcing pioneer, is looking to hire full-time Outside Sales Representatives on behalf of our client Constellation Energy. SFI pioneered the sales ...

Who We Are! Sales Focus Inc. , the sales outsourcing pioneer, is looking to hire full-time Outside Sales Representatives on behalf of our client Constellation Energy. SFI pioneered the sales ...

Outside Sales Representative

Provo, UT · On-site

$80K - $130K/yr

The Outside Sales Representative is a dynamic and results-driven professional responsible for driving sales growth outside the typical office environment. This role involves direct interaction with ...

The Outside Sales Representative is a dynamic and results-driven professional responsible for driving sales growth outside the typical office environment. This role involves direct interaction with ...

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... insurance deductible from homeowners  Obtain referrals from customers on approved sales ... Outside Sales Representatives:  Previous sales experience in a "go getter" role, where ...

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Outside Sales Representative Insurance information

See salary details

$21K

$66.9K

$97.5K

How much do outside sales representative insurance jobs pay per year?

As of Aug 6, 2026, the average yearly pay for outside sales representative insurance in the United States is $66,888.00, according to ZipRecruiter salary data. Most workers in this role earn between $54,000.00 and $83,000.00 per year, depending on experience, location, and employer.

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

To excel as an Outside Sales Representative in Insurance, you need a deep understanding of insurance products, strong sales acumen, and typically a state insurance license. Familiarity with CRM software, quoting tools, and policy management systems is often required. Exceptional interpersonal skills, persistence, and the ability to build client trust set top performers apart. These abilities are crucial for meeting sales targets, maintaining client relationships, and achieving long-term business growth.

What does an outside sales representative in insurance do?

An Outside Sales Representative in Insurance is responsible for finding and developing new clients for insurance products, such as life, health, auto, or property insurance. They typically meet with prospective customers in person, assess their insurance needs, present suitable policy options, and guide them through the application process. These representatives also maintain relationships with existing clients, provide customer service, and may handle renewals or upselling additional coverage. Their role often involves travel, networking, and meeting sales targets set by their employer.

What are some common challenges faced by outside sales representatives in the insurance industry, and how can they be addressed?

Outside Sales Representatives in the insurance industry often face challenges such as building a reliable client base, managing rejection, and staying updated on evolving products and regulations. Success in this role requires persistence, effective networking, and continuous learning. Developing strong interpersonal skills and leveraging digital tools for lead generation and client management can help representatives overcome these obstacles and achieve their sales targets.

What is the difference between Outside Sales Representative Insurance vs Insurance Agent?

AspectOutside Sales Representative InsuranceInsurance Agent
CredentialsLicenses typically requiredLicenses typically required
Work EnvironmentField-based, client meetings outside officeOffice and client meetings, some fieldwork
Employer & Industry UsageInsurance companies, brokersInsurance agencies, brokerages
Sales ApproachProactively seeks clients, outside salesAssists clients, inbound and outbound sales

Both roles require insurance licenses and involve sales, but Outside Sales Representative Insurance primarily focuses on proactive client acquisition in the field, while Insurance Agents often handle client inquiries and sales from an office setting. Understanding these differences helps in choosing the right career path in the insurance industry.

Why do most outside sales representatives insurance quit?

Outside sales representatives in insurance often leave the job due to high rejection rates, inconsistent income, and the pressure to meet sales quotas. The role requires strong interpersonal skills, self-motivation, and resilience, which can lead to burnout and turnover if expectations are not managed properly.
More about Outside Sales Representative Insurance jobs
What cities are hiring for Outside Sales Representative Insurance jobs? Cities with the most Outside Sales Representative Insurance job openings:
Who are the top companies hiring for Outside Sales Representative Insurance jobs? The top employers for Outside Sales Representative Insurance jobs are:
Infographic showing various Outside Sales Representative Insurance job openings in the United States as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 20% Part Time, and 5% Contract. Highlights an 91% Physical, 1% Hybrid, and 8% Remote job distribution, with an average salary of $66,888 per year, or $32.2 per hour.

Outside Sales Representative

AMR ROOFING

Greenwood, IN • On-site

$60K - $270K/yr

Full-time

Retirement

Re-posted 10 days ago


Job description

American Roof Warriors, a top national leader in the roofing industry, is immediately hiring Outside Sales Representatives in your area! Outside Sales Representatives teach homeowners on exterior projects (Roofing, Siding, Gutters) through storm damages. American Roof Warriors is dedicated to protecting homeowners' most important asset, their home, at an incredible fraction of retail price!

Tired of being underpaid and undervalued working the boring 9-5? DONT WAIT! Earn the income you deserve today! Our ideal Outside Sales Representatives are independent, driven, creative problem-solvers who thrive as trusted advisors and consultative partners.

What sets American Roof Warriors apart from the competition? Everything

American Roof Warriors is different, our operations staff support aide's sales reps every step of the job process, giving Outside Sales Representatives more time in their day to sell NOT manage projects. Stop waiting to get paid your hard-earned commissions months later. We pay out commissions on payments collected off the gross, NOT net profit.

Compensation & Benefits for Outside Sales Representative:

  • Performance based pay (Activity-based)
  • Uncapped Commission on approved sales
  • $60,000 - $270,000 year (Expected annual earnings)
  • Vehicle allowance for qualifying vehicles
  • Quarterly Bonus structure
  • Full Insurance Benefits
  • 401K with 2% employer match
  • Company Paid Annual Trip: Punta Canta 2025!
  • Paid Training program & Development
  • Corporate Support staff (Lead generation, customer service, supplements, estimating, production)
  • W-2 position (NOT 1099)
  • Opportunity for growth and advancements

Responsibilities for Outside Sales Representative:

  • Prospect, qualify, identify, and close sales opportunities (Territory canvassing, networking, referrals)
  • Manage and maximize sales in assigned territories
  • Perform exterior property inspections with photos or videos to identify wind and hail damage
  • Convert inspection to claim filed and sign contingency agreement
  • Explain scope of work, roof color selection and sign contract
  • Meet insurance adjusters on-site to show damages
  • Collect payments and deductibles
  • Generate referrals from clients
  • Build trust with homeowners and provide great customer service
  • Educate homeowners on products, roofing industry, and our company procedures
  • Track sales activity and pipeline in company CRM
  • Stay in touch with clients, management, and corporate staff
  • Attend weekly sales meetings and follow company sales process

Qualifications for Outside Sales Representative:

  • 2+ years sales experience preferred, not required
  • Must have a reliable vehicle with insurance coverage
  • Strong communication, time managing, organization abilities
  • Must be self-motivated and resilient!
  • Smart phone required to download apps & photo
  • Previous experience canvassing door to door a benefit not required
  • CRM data entry experience is a plus
  • Valid drivers license (All States applicable)
  • Must be 21 years or older (insurance requirement)