Need a work from home gig? Remote insurance jobs could be your fast track to remote work.
Insurance jobs are a double-edged sword: High turnover exists because these jobs can genuinely suck. As a result, insurance companies are basically speed-dating anyone with a pulse. You’ll get hired fast, paid well, and if some chaotic part of you enjoys working in insurance you have a clear path upward because this industry tends to promote the few who stick around.
The numbers:
- The insurance industry is expected to lose around 400,000 workers by 2026 due to an aging workforce
- Progressive alone has 58 remote positions open as of writing this article, with 44 being entry-level
- There are more remote workers in finance and insurance than any other industry
- High turnover rate means they’re always hiring
Translation: High demand, low awareness, companies willing to train. While you’re on LinkedIn watching coding bootcamp grads fight over $35K junior developer positions, there’s an entire industry begging people to work from home for $50K-$160K.
Pop Quiz: What’s Wrong With This Picture?
Scenario A: You spend 6 months learning to code, build a portfolio, apply to 200 jobs, maybe get 3 interviews, and if you’re lucky, land a $45K junior dev role where you’ll be competing with CS grads and bootcamp zombies.
Scenario B: You spend 3 weeks getting an insurance license (often paid for by your employer), complete company-provided training, and start earning $50K+ working from home in a stable industry that’s actively trying to hire people.
Let me clarify: Henry Hire is all about pursuing your aspirations, whether it’s complete financial independence or building a startup nicknamed “the giant slayer” that competes with massive corporations. That’s why Henry Hire exists, to help you achieve those ambitions – and that’s also why we propose Scenario B as a possible sidequest to your journey.
If you need stable income and the flexibility of remote work to pursue your dream, a bridge job in insurance could serve as a stressful, albeit reliable, “in the meantime” solution.
Why You Probably Have a Friend Who Hates Their Insurance Job
Because insurance jobs can suck. They really can.
The Customer Service Nightmare Tier
The reality: Insurance agents deal with frustrated customers all day, have heavy workloads, and are constantly monitored. You’re often penalized for things out of your control, such as lengthy calls because a customer’s app isn’t working or they aren’t receiving that verification code.
Why people quit: Stressful work environment from angry customers, performance targets, and repetitive tasks.
The pay: Assuming no sales bonuses: about $40,00-$65,000/year.
The “Actually Not Terrible” Tier
Sales Positions: $3,000-$8,000 monthly or $40K-$160K annually including commissions. Modern insurance sales isn’t door-to-door cold calling – it’s largely warm leads and digital communication. Even with “warm” leads, expect people to be annoyed when you call.
Shared Suffering: In most insurance positions, you hate your job. But as an insurance salesperson, people also hate your job. This shared animosity immediately gives you something in common with your customers, so that’s cool.
Bad gigs: Avoid commission only insurance sales jobs – base pay and warm leads are your minimum requirements. Those “$8K monthly potential” numbers assume people actually answer their phones and buy insurance from strangers. Gen-Z and Millennials barely answer calls from people we know, so good luck trying to sell us insurance over text.
The “Wait, This Could Be Good” Tier
Claims Adjuster/Processing: You’re now reviewing digital files, not dealing with angry customers on the phone. Pay ranges from $16-$36/hour for general processors, $17-$79/hour for medical claims.
Underwriting: Analyze applications and assess risk. Generally bachelor’s degree preferred, pays $61K-$100K annually. This is pure knowledge work where you’re the person deciding if someone’s a good insurance risk.
Moral Dilemma: Businesses have to make money and some insurance companies heavily prioritize profits, meaning you might find yourself enforcing policies that feel wrong. Many good people work in this industry and do right by customers within the constraints they’re given, but you could face pressure to hit metrics that don’t always align with what you feel is right. Good companies are out there, so choose your employer carefully.
Using Insurance as Your “Bridge Job”
You don’t have to work in insurance forever. Never stop refreshing that Upwork feed or vibe coding your next SaaS. But if you need income ASAP while building something else, this industry has significant advantages:
The “I Need Money Now” Angle
- Fast hiring: Insurance industry unemployment rate is 1.6% compared to 3.6% for all other industries
- Training provided: Most companies will train you and often pay for licensing
- Stable income: You get predictable paychecks and benefits (unless you choose sales and those “warm leads” are room temperature at best)
The “Strategic Career Move” Angle
- Skill building: You’ll learn customer service, sales, risk assessment, and business processes
- Internal mobility: Progressive is one of many employers that provide extensive training and career development opportunities including leadership development and mentorship
- Industry knowledge: Insurance touches every other industry—the experience transfers
The “Barrier” That’s Actually Keeping Your Competition Away
Every person I tell about this goes: “But don’t you need a license? That sounds hard.”
Record scratch. Freeze frame. I know you thought it too.
Let me break down the licensing barrier:
Total cost: $0-$1,000 (less than that MacBook you bought to “start freelancing”)
Time required: 2-4 weeks (not 2-4 years)
Difficulty level: DMV level, not bar exam
Most companies will pay for the entire process in addition to offering 1-2 week paid training programs. They’re essentially paying you to become qualified for their jobs.
To the readers who have a JavaScript tutorial open in another tab: getting your license is not complicated.
List of Easy-to-Get Remote Insurance Jobs
“Basic computer skills” typically means working knowledge of Microsoft Office (Excel, Word) or similar and a typing speed of 40 WPM (words per minute) which you can check in 60 seconds with our free remote job typing speed test if you’re on a laptop or desktop PC.
Claims Processors:
What you actually do: Review insurance claims, verify information, and decide if they’re legit. Think CSI meets spreadsheets.
Requirements: High school diploma, basic computer skills.
Pay: $16-$36/hour for general claims, $17-$79/hour for medical claims.
Remote-ability: 100%. You’re working with digital files, not physically inspecting crashed cars.
Customer Service:
What you actually do: Help customers understand policies, process changes, and resolve issues. Modern insurance customer service typically includes chat, email, and phone.
Requirements: High school diploma, decent communication skills and a high degree of patience.
Pay: $15-$24/hour base, up to $40K-$140K with bonuses.
Non-sales: You’re not selling people things they don’t need. You’re helping them understand coverage they already have.
Underwriters:
What you actually do: Analyze applications, assess risk, and decide who gets coverage. It’s like being a professional skeptic with spreadsheets.
Requirements: Bachelor’s degree preferred, 1-3 years experience helpful but not required.
Pay: $61K-$100K annually.
Why it’s perfect for remote: Pure knowledge work. You’re analyzing documents and data.
Sales:
What you actually do: Connect with people who need insurance and help them find appropriate coverage. Modern insurance sales is largely warm leads and digital communication.
Requirements: High school diploma, sales aptitude, willingness to get licensed (often company-sponsored).
Pay: $3,000-$8,000 monthly or $40K-$160K annually including commissions.
Warm leads: It’s not door-to-door cold calling. Most leads are people who already expressed interest.
Survival Guide: How to Not Hate Your Insurance Job
If you’re going the customer service route:
- Target the right companies: Research company reputation and utilize sites like Glassdoor which have anonymous reviews from employees of the company in question
- Understand the metrics game: You’ll be measured on things like call times, but knowing this upfront helps you manage expectations
- Plan your exit strategy: If this is a temporary bridge to build skills or fund your next move, plan ahead by setting goals and allocating resources. (Need ideas for remote jobs with no experience? Check out our career paths page for “starting-from-scratch” roadmaps)
If you’re aiming higher:
- Start with customer service or claims processing
- Most insurance companies promote from within and offer career growth opportunities for high-performing employees
- Network internally – insurance is surprisingly relationship-driven
When Will This Trend End?
The remote insurance job trend isn’t going away. Within finance and insurance, 69% of workers are hybrid or fully remote, and the industry is projected to exceed $722 billion in global premiums by 2030.
Main drivers:
- Internet-first customers: People expect to handle insurance online
- Cost efficiency: Paying people to work from their homes is cheaper for companies than paying people to work in an office they also have to pay for
- Talent competition: Companies offering flexibility attract more and better candidates
The AI factor: While AI might eventually change some aspects of insurance work, it’s currently creating more opportunities as companies need people who can work with both traditional processes and new tech tools.
In Summary
This obviously isn’t a get-rich-quick scheme. But it is a get-employed-quickly scheme with decent upward mobility.
Unlike some other oversaturated remote fields, insurance provides a clear path: get licensed (often paid for by employers), complete brief training, and start earning competitive wages while working from home. With thousands of current openings and projected growth, now is a good time to consider insurance as your gateway to remote work.
👆 Found this useful? Share it with someone who’s still trying to “break into tech” for the 47th time so we can ensure the 48th time works.