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Entry Level Stop Loss Jobs (NOW HIRING)

Cherokee Insurance Company

Claims Assistant

Wolverine, MI

$17.75 - $22.75/hr

Process stop pays. * Process form letters and miscellaneous documents for adjusters. * Distribute ... Process total loss titles. * Report claims to ISO. * Run claim searches and address searches in ISO.

Cherokee Insurance Company

Claims Assistant

Wolverine, MI · On-site

$17.75 - $22.75/hr

Process stop pays. * Process form letters and miscellaneous documents for adjusters. * Distribute ... Process total loss titles. * Report claims to ISO. * Run claim searches and address searches in ISO.

Cherokee Insurance Company

Claims Assistant

Wolverine, MI · On-site

$17.75 - $22.75/hr

Process stop pays. * Process form letters and miscellaneous documents for adjusters. * Distribute ... Process total loss titles. * Report claims to ISO. * Run claim searches and address searches in ISO.

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Entry Level Stop Loss information

What are the key skills and qualifications needed to thrive as an entry level stop loss specialist?

To thrive as an Entry Level Stop Loss Specialist, you need strong analytical skills, basic knowledge of health insurance concepts, and a bachelor's degree in business, finance, or a related field. Familiarity with claims processing systems, Microsoft Excel, and industry-specific software is typically required. Attention to detail, effective communication, and problem-solving abilities are standout soft skills for this role. These skills are crucial for accurately reviewing claims, ensuring compliance, and supporting clients in managing financial risk.

What is an entry level stop loss?

An entry level stop loss job typically involves assisting with the administration and management of stop loss insurance policies, which protect employers or insurers from large claim losses in employee health benefit plans. In this role, employees may process claims, perform data entry, communicate with clients, and support senior staff with underwriting and policy servicing tasks. Entry level positions are a starting point for those new to the insurance industry and often provide on-the-job training to help employees learn about stop loss products and industry regulations.

What typical challenges do entry level stop loss professionals face when learning to interpret policy details and claims data?

Entry-level stop loss professionals often encounter challenges in understanding the complexities of stop loss insurance policies and accurately reviewing claims data. This role requires careful attention to detail and the ability to interpret policy language and exclusions, which can be intricate for newcomers. Additionally, professionals must quickly learn to coordinate with underwriters, brokers, and claims teams to ensure accurate processing and resolve discrepancies. Supportive training and mentorship are common, helping new hires build confidence and efficiency in handling these responsibilities.

What is the difference between Entry Level Stop Loss vs Entry Level Insurance Underwriter?

AspectEntry Level Stop LossEntry Level Insurance Underwriter
Required CredentialsHigh school diploma or equivalent; some roles may prefer insurance or finance certificationsBachelor's degree in finance, economics, or related field; insurance licensing may be beneficial
Work EnvironmentCorporate insurance or healthcare companies; office settingInsurance companies, brokerage firms; office environment
Employer & Industry UsageHealth insurance, self-insurance, and risk management firmsInsurance carriers, underwriting agencies
Comparison Search IntentUnderstanding entry-level roles in risk management and insuranceLearning about entry-level underwriting positions in insurance

Entry Level Stop Loss professionals focus on managing health insurance risk, often working with self-insured organizations, while Entry Level Insurance Underwriters evaluate insurance applications and determine policy terms. Both roles require knowledge of insurance principles and work in similar environments, but they serve different functions within the insurance industry.

More about Entry Level Stop Loss jobs

What are the most commonly searched types of Stop Loss jobs?

The most popular types of Stop Loss jobs are:

What states have the most Entry Level Stop Loss jobs?

States with the most job openings for Entry Level Stop Loss jobs include:

What job categories do people searching Entry Level Stop Loss jobs look for?

The top searched job categories for Entry Level Stop Loss jobs are:

Entry Level Stop Loss jobs near you
Infographic showing various Entry Level Stop Loss job openings in the United States as of August 2026, with employment types broken down into 76% Full Time, 22% Part Time, 1% Temporary, and 1% Contract. Highlights an 97% Physical, 1% Hybrid, and 2% Remote job distribution.

Residential Maintenance & Compliance Inspector

Stop Loss LLC

Alexandria, VA • On-site

$23 - $28/hr

Full-time

Medical, PTO

Re-posted 17 days ago

Job description


$23–$28 per hour + Performance Bonuses
Full-Time | Benefits | Take-Home Vehicle | Company Phone | Tools & Equipment Provided
Independent Field Role | High Accountability | Real Impact
Stop Loss, LLC is seeking a high-performing Residential Maintenance & Compliance Inspector
to join our growing field operations team.
This is not an entry-level route position. We are looking for professionals who can manage their
day independently, operate efficiently, communicate clearly, and represent our company with
confidence inside occupied rental properties.
You will serve as a trusted field partner to property managers — ensuring smoke alarm
compliance and conducting structured preventative maintenance surveys that protect rental assets
and reduce risk.
If you take pride in precision, productivity, and professionalism, this role offers both stability and
opportunity.
Compensation &  Benefits
  • $23–$28 per hour based on experience and performance
  • Performance-based bonuses tied to efficiency and quality
  • Take-home company vehicle
  • Company-provided work phone
  • All tools and equipment provided
  • Health insurance
  • Paid time off
  • Full-time, year-round work
We equip our team for success and reward strong execution.
What You’ll Be Responsible For
You will manage an assigned territory and complete scheduled residential inspections with
minimal oversight.
Core responsibilities include:
  • Conduct smoke alarm and carbon monoxide compliance inspections
  • Perform structured preventative maintenance surveys in rental properties
  • Identify, document, and photograph maintenance concerns with clear electronic reporting
  • Install and replace smoke alarms and related safety devices
  • Maintain organized vehicle inventory and accurate product counts
  • Communicate professionally with tenants and property managers
  • Complete routes on schedule while maintaining quality standards
This role requires balancing speed, accuracy, customer service, and mechanical capability.
Top performers in this role are efficient, organized, and solutions oriented.
What We Expect from High-Level Candidates
  • Proven ability to work independently without constant supervision
  • Strong time management and route efficiency
  • High attention to detail in documentation and reporting
  • Comfortable interacting with tenants in occupied homes
  • Experience using mobile reporting tools and digital platforms
  • Mechanical aptitude and confidence using hand and power tools
  • Professional appearance and communication
  • Valid driver’s license with a clean driving record
Preferred Experience:
  • Residential maintenance
  • Field service or inspection
  • Property management support roles
  • Working in occupied residential environments

Physical Requirements
This is an active field position that requires:
  • Ladder work and overhead installations
  • Bending, crawling, squatting, and reaching
  • Lifting and carrying up to 75 pounds
  • Frequent driving between properties

Who Thrives Here?
  • Self-starters
  • Structured, process-driven professionals
  • Individuals who take ownership of their performance
  • Field professionals looking for long-term stability with growth potential
If you’re ready to bring discipline, efficiency, and professionalism to a company that values
performance — apply today.
Stop Loss, LLC is an Equal Opportunity Employer. We are committed to building a diverse and
inclusive team.
About Stop Loss, LLC
Founded in Richmond, Virginia, Stop Loss partners with property managers to provide structured
smoke alarm compliance and preventative maintenance surveys across rental portfolios.
Our work helps protect property investments, reduce operational risk, and give property
managers back valuable time through reliable field execution.
We are a growing company focused on accountability, professionalism, and operational
excellence.