ZipRecruiter

Log In

2

Remote Stop Loss Insurance Jobs in Portland, OR (NOW HIRING)

GardaWorld

Business Development Manager

Portland, OR · Remote

$75K/yr

... remote video monitoring, helping organizations reduce risk, prevent loss, and maintain 24/7 peace ... insurance plans, 401(k) with employer matching contributions, paid time off (PTO) policy, paid ...

GardaWorld

Business Development Manager

Portland, OR · Remote

$75K/yr

... remote video monitoring, helping organizations reduce risk, prevent loss, and maintain 24/7 peace ... Work Schedule : Full-time * Comprehensive benefits: medical, dental, and vision insurance plans ...

GardaWorld

Business Development Manager

Portland, OR · Remote

$75K/yr

... remote video monitoring, helping organizations reduce risk, prevent loss, and maintain 24/7 peace ... Work Schedule : Full-time * Comprehensive benefits: medical, dental, and vision insurance plans ...

GardaWorld

Business Development Manager

Portland, OR · Remote

$75K/yr

... remote video monitoring, helping organizations reduce risk, prevent loss, and maintain 24/7 peace ... Work Schedule : Full-time * Comprehensive benefits: medical, dental, and vision insurance plans ...

next page

Showing results 1-20

All JobsStop Loss Insurance JobsRemote Stop Loss Insurance JobsRemote Stop Loss Insurance Jobs in Portland, OR

Remote Stop Loss Insurance information

See Portland, OR salary details

$16

$33

$66

How much do remote stop loss insurance jobs pay per hour?

As of Aug 10, 2026, the average hourly pay for remote stop loss insurance in Portland, OR is $33.32, according to ZipRecruiter salary data. Most workers in this role earn between $20.38 and $50.24 per hour, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a remote stop loss insurance specialist, and why are they important?

To excel as a Remote Stop Loss Insurance Specialist, you need expertise in health insurance underwriting, risk assessment, and policy analysis, often supported by a background in insurance or finance. Familiarity with industry-standard claims management systems, CRM platforms, and regulatory compliance tools is essential. Strong analytical thinking, attention to detail, and effective written communication are crucial soft skills for success in a remote environment. These abilities ensure accurate risk evaluation, regulatory adherence, and clear client interactions, which are critical for managing high-value stop loss insurance contracts.

What is remote stop loss insurance?

Remote stop loss insurance is a type of coverage designed to protect self-funded employers from large or catastrophic claims, but managed and administered through digital or remote platforms. This insurance reimburses employers for claims that exceed a predetermined limit, helping them manage risk and avoid significant financial loss. The 'remote' aspect refers to the use of online tools and services for policy management, claims processing, and communication, allowing for flexible and efficient administration without the need for in-person meetings. This is particularly beneficial for companies with distributed teams or those seeking streamlined, technology-driven solutions.

What is the difference between Remote Stop Loss Insurance vs Remote Underwriter?

AspectRemote Stop Loss InsuranceRemote Underwriter
CredentialsInsurance licenses, actuarial knowledgeInsurance licenses, underwriting certifications
Work EnvironmentInsurance companies, brokers, remoteInsurance companies, remote or office
Industry UsageHealth and self-funded plansInsurance policy assessment and risk evaluation

Remote Stop Loss Insurance professionals focus on providing coverage for self-funded health plans, managing risk, and setting policy terms. Remote Underwriters evaluate insurance applications, assess risks, and determine policy eligibility. While both roles require insurance knowledge and licenses, Stop Loss Insurance specialists concentrate on risk management for health plans, whereas Underwriters focus on evaluating individual applications. Understanding these differences helps clarify career paths and job expectations in the insurance industry.

What are some common challenges faced by professionals working in remote stop loss insurance roles?

One common challenge in remote stop loss insurance roles is maintaining clear and effective communication with underwriters, brokers, and clients, since much of the collaboration happens virtually. Additionally, staying updated on changing regulations and market trends requires proactive self-learning and digital resourcefulness. Managing sensitive data securely and ensuring timely turnaround on complex claims or policy analysis can also be demanding when working remotely. Building strong relationships with team members and clients, despite the lack of in-person interaction, is key to long-term success in this field.
What are popular job titles related to Remote Stop Loss Insurance jobs in Portland, OR? For Remote Stop Loss Insurance jobs in Portland, OR, the most frequently searched job titles are:
What job categories do people searching Remote Stop Loss Insurance jobs in Portland, OR look for? The top searched job categories for Remote Stop Loss Insurance jobs in Portland, OR are:
Remote Stop Loss Insurance jobs near you
Infographic showing various Remote Stop Loss Insurance job openings in Portland, OR 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 $69,307 per year, or $33.3 per hour.

Licensed Life Insurance Producer

True North Recruiters

Portland, OR • Remote

$50K - $100K/yr

Contractor

Posted 3 days ago

New

Job description

Licensed Life Insurance Agent

100% Remote | Uncapped Commissions

Taubman Financial Management


● Location: Remote (Work from anywhere)

● Compensation: 1099 Independent Contractor — Commission Only, Uncapped

● Job Type: Independent Contractor (1099)

About the Opportunity

Taubman Financial Management is looking for licensed life insurance agents who are ready to stop doing administrative busy work and start doing what they do best: selling and advising. This is a 1099 independent contractor, commission-only opportunity — we've built a fully automated back-office system that handles the paperwork, lead delivery, policy processing, and follow-up logistics — so you can spend your time in front of clients, not buried in admin tasks.

Whether you want to run as a solo producer or build and lead your own team, the path is yours to choose.

If you're a self-motivated agent who wants uncapped earning potential, a flexible remote schedule, and the infrastructure to dynamically scale your book of business, this is built for you.

About Taubman Financial Management

Taubman Financial Management was built on a simple belief: agents perform best when they're empowered to sell, not slowed down by systems that weren't designed for them. We've invested heavily in automation and infrastructure most agencies don't offer, giving our team a real competitive edge in the field — faster lead flow, less friction, and more time in front of clients.

Our leadership team is hands-on and invested in agent success, offering mentorship and support drawn from years of production experience in the life insurance industry. We've built a culture around performance, integrity, and long-term growth — for our clients and for our agents. When you join Taubman Financial Management, you're joining an organization that's genuinely invested in helping you build a sustainable, scalable career, not just fill a seat.

What You'll Do

● Consult with clients to assess their life insurance and financial protection needs

● Present and sell life insurance products tailored to each client's situation

● Build long-term client relationships through honest, needs-based advising

● Work leads delivered through our automated system — no cold prospecting required

● Close business remotely via phone, video, or digital application tools

● Grow as a solo producer, or recruit and build your own team — the choice is yours

What We Provide

● Fully automated system – lead generation, appointment setting, e-applications, and policy tracking are handled for you

● 100% remote – work from anywhere, on a schedule that works for you

● Uncapped commissions – as a 1099 contractor, your income is determined entirely by your production — no ceiling

● Flexible growth path – build as a solo producer or lead your own team, whichever fits your goals

● Ongoing training and support – product training, sales scripts, and mentorship from top producers

● No admin burden – we've eliminated the busywork so you can focus on selling and consulting

Build a Team, Build Your Income

Want to grow beyond individual production? Taubman Financial Management gives you a real path to build and lead your own team:

● Override commissions – earn on the production of agents you recruit and develop

● Formal leadership tracks – advance through defined titles and levels as your team grows

● Recruiting incentives – earn bonuses for bringing on new licensed agents

● Ongoing leadership support – guidance and mentorship as you transition from producer to team builder

Solo production or team leadership — both paths offer uncapped upside, and you decide which one (or both) fits your goals.

What We're Looking For

● Active life insurance license (required)

● Strong communication and consultative sales skills

● Self-driven, coachable, and comfortable working independently as a 1099 contractor

● Comfortable with commission-only, performance-based income

● Interest in either individual production or team building/leadership

● Prior experience in life insurance, financial services, or a related sales role preferred

● Reliable internet connection and a quiet space for client calls

Why Agents Choose Taubman Financial Management

We believe agents should be salespeople and consultants — not paperwork processors. Our automated infrastructure removes the friction so you can focus on relationships, conversations, and closing business — whether you're building your own book solo or growing a team under you — with unlimited commission potential and full control as an independent contractor.


Ready to take control of your income and your schedule?

Apply today to join Taubman Financial Management as a licensed life insurance producer.