At a Glance
- Tasks: Transform insurance workflows into tasks for AI and evaluate outputs for accuracy.
- Company: Remote-friendly company seeking insurance experts for innovative projects.
- Benefits: Earn $100-$125/hr with flexible scheduling and minimal meetings.
- Other info: Fast-track onboarding and seamless collaboration via Slack.
- Why this job: Make a real impact in the insurance sector while working remotely.
- Qualifications: 5+ years in insurance, with recent underwriting or actuarial experience.
The predicted salary is between 125 - 125 £ per hour.
Role: Insurance Experts (Underwriting & Actuary)
Engagement Type: Freelance/1099 Contractor, Remote
Compensation: $100–$125 per hour
Commitment: Minimum 10+ hours/week (Ideally 15–20 hours, depend upon interest and availability)
Start: Immediate | 24-hour fast-track onboarding required
Key Responsibilities
- Translate real-world insurance workflows into structured tasks for AI systems
- Evaluate AI-generated outputs for accuracy, logical reasoning, and business relevance
- Work on use cases including underwriting, claims, actuarial analysis, and insurance operations
- Identify gaps, edge cases, and failure modes in model performance
- Clearly document assumptions, thought processes, and decisions
- Provide structured feedback to improve AI performance and outputs
Required Qualifications
- Minimum 5 years of professional experience in the insurance sector.
- Recent, hands-on experience as an Underwriter, Risk Specialist, or Actuary.
- Strong understanding of real-world insurance workflows and processes
- Detail-oriented with the ability to evaluate nuanced, real-world scenarios
- Comfortable working independently in a fast-paced, remote environment
- Work is primarily asynchronous, allowing for flexible scheduling
- Minimal required meetings (typically optional office hours)
- Seamless day-to-day collaboration and task management handled via Slack and internal platforms.
- Candidates must be prepared to complete the onboarding process and initiate communication with the project team within 24 hours of receiving an offer.
Underwriting Expert | $100-$125/hr | Remote in London employer: Crossing Hurdles
As a leading player in the insurance sector, we offer our Underwriting Experts a unique opportunity to work remotely with flexible scheduling that fits your lifestyle. Our collaborative culture fosters innovation and growth, providing you with the chance to enhance your skills while contributing to cutting-edge AI projects. Join us for meaningful work that not only values your expertise but also supports your professional development in a dynamic and supportive environment.
StudySmarter Expert Advice🤫
We think this is how you could land Underwriting Expert | $100-$125/hr | Remote in London
✨Get Involved in Insurance Networks
Join industry-specific forums and networks like the Chartered Insurance Institute (CII) or participate in local insurance meetups. These are great places to connect with potential clients and other freelancers who might need your expertise. Plus, you’ll stay up to date with market trends and insights that could help you land more gigs!
✨Showcase Your Expertise Online
Craft a solid online presence by sharing articles, insights, or case studies related to your insurance niche on platforms like LinkedIn or your own blog. This will not only demonstrate your knowledge but also make you more visible to companies like Crossing Hurdles looking for freelance insurance pros.
✨Leverage Remote Work Platforms
Sites like Upwork and Freelancer can be goldmines for freelance insurance work. Create a killer profile that highlights your skills and experiences, then actively bid on insurance projects. It’s a great way to build your portfolio and gain client testimonials.
✨Use Personal Connections
Sometimes it’s all about who you know! Let friends, family, and past colleagues know you’re freelancing in the insurance field. They can connect you with potential clients or even recommend you for projects directly. Personal referrals can be a powerful way to get your foot in the door!
We think you need these skills to ace Underwriting Expert | $100-$125/hr | Remote in London
Some tips for your application 🫡
Show Us Your Insurance Savvy:For a freelance role in insurance, we want to see your expertise shine through. Make sure to highlight any relevant experience in underwriting, claims, or risk assessment in your CV. If you’ve got certifications like the CII or anything similar, slap those on there too!
Craft a Killer Portfolio:Your portfolio should showcase your best work, especially if you've tackled projects in policy writing, risk management, or insurance analytics. Include case studies or examples of your contributions in the insurance sector to give us a clear picture of what you can do!
Rates and Availability Matter:As a freelancer, it’s crucial to be upfront about your rates and availability. When applying, include a brief note about your expected hourly or project-based rates, and let us know how much time you can dedicate to this role. Transparency will help us plan better!
Tailor Your Application:Don't just copy-paste your CV and cover letter! We appreciate when you take the time to tailor your application to Crossing Hurdles and the Underwriting Expert | $100-$125/hr | Remote role. Mention why you’re drawn to working with us specifically and how your skills will benefit our team in the insurance field.
How to prepare for a job interview at Crossing Hurdles
✨Show Off Your Knowledge of Insurance Tools
When you're freelancing in the insurance realm, it's crucial to demonstrate familiarity with industry-standard tools like Actuarial Software or Claims Management Systems. Brush up on how you've used these in your past work or studies, so you can confidently discuss how they'd be beneficial to Crossing Hurdles.
✨Prepare Your Portfolio of Past Work
For a freelance gig, your portfolio speaks volumes! Gather examples of previous projects—like insurance policy analyses, risk assessments, or client presentations—that showcase your skills and experience in the field. Be ready to walk through these examples at the interview to demonstrate your value.
✨Understand the Freelance Expectations
Freelancing often means more of a project-based approach, so be prepared to discuss your availability and how you manage multiple clients. Since you’ll likely need to fit into existing workflows at Crossing Hurdles, clarify how you can adapt to their processes and help fill gaps in their current operations.
✨Anticipate Scenario-Based Questions
Expect the interviewers to put you on the spot with real-life insurance scenarios—like claims processing or risk mitigation situations. They want to see how you think on your feet. Practice articulating your thought processes clearly and confidently to show them you can handle the unpredictable nature of the industry.