Obie

    Underwriter

    Obie
    $60k - $100kPosted 12/8/2025Mid Level
    Full-time
    Finance & Accounting
    Property Underwriting
    Detail Orientation
    Analytical Skills
    Property Inspection
    Excel

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    Job Description

    Brief Summary of Role Obie is looking for an innovative, bright and hard-working individual to join our underwriting team to help us accomplish our mission of combining insurance know-how and innovative technology to bring bottom line success for the programs in which we manage.

    Those successful in this role will have property underwriting experience within P&C insurance. Additionally, you’ll be self-motivated and directed. An ability to collaborate is a must, but you will be autonomous and expected to succeed without heavy direction.

    What you'll Do Facilitate underwriting processes to maintain the profitability and integrity of the book of business Ensure your assigned territory is performing profitably by monitoring relevant KPI’s; reacting to indicators where necessary and propose solutions as needed Use your in-depth knowledge to find procedural efficiencies to continually evolve our best practices Collaborate with TPAs to help manage & monitor post loss activity Maintain the existing culture predicated on motivation and positive reinforcement while upholding a standard of accountability to self, team and company

    What you'll Bring 2+ years of experience in P&C property underwriting Detail orientation in everything you do: there is a lot of customer and policy information flying by you – having a keen eye here is essential Strong analytical skills in assessing P&L within a book of business Property inspection underwriting experience Experience and comfort using a variety of tools from Excel and G-Suite to policy management systems Excellent verbal and written communication skills to problem solve, answer questions, and leave a positive impression Fearlessness and adaptability in a fast-moving, ever changing environment and ability to work on multiple tasks at once Ability to prioritize competing demands and manage time effectively

    Interview Process

    At Obie, transparency is core to our interview process. We focus on open communication and a positive experience; no trick questions—just honest conversations about your skills and aspirations. To help you prepare, please familiarize yourself with these resources before moving forward:

    • Our company’s blog to learn more about the market we serve and the information our customers value.
    • Check out our LinkedIn to see how people interact with our brand and product.
    • Press and podcast features like Inc. 5000, TechCrunch, Innovate State, Uncontested Investing Podcast, Insurtech Amplified Podcast
    • Meet us and get to know Obie

    You'll first talk to Skylar on a 30-minute call to determine whether we’re a good fit for one another. You’ll learn more about Obie and have the chance to ask about our company, team, culture, and product.

    • Meet the hiring manager
    • Next, you'll have a 45-minute video interview with the hiring manager, Joel Place, to assess your technical skills for the role.
    • Complete a Project Exercise

    This role requires strong underwriting, collaboration, communication, and analytical skills, so we’ll ask you to complete a short exercise to flex those muscles. We’ll assess your problem-solving abilities, written skills, empathy, demeanor, and how well you apply underwriting principles. More details will come when you reach this step! Meet the Team Since you'll be joining a close-knit team, we'll ask you to meet other people in the company so we get to know each other a bit better. Moving Forward with Obie Obie is leading the future of real estate investment protection, securing over $25 billion in coverage for thousands of policyholders nationwide. Backed by $39 million in funding and recognized as a top workplace by Built In and Inc., we’re committed to driving progress for our customers and team. Through advanced digital tools, a trusted agent network, and strategic partnerships, Obie provides real estate investors the insurance coverage they need to move forward confidently.

    Obie has you Covered

    Being in the insurance industry, we understand the importance of comprehensive benefits for you and your family. These are just some of the benefits and perks we provide:

    Comprehensive health, dental, vision and life insurance Flexible paid time off including 12 week Paid Parental Leave Retirement savings plan with company match Equity participation opportunities Monthly stipends to support a healthy lifestyle and learning and development opportunities

    Obie values transparency and data driven decision making, enabling us to have a consistent and equitable approach to compensation. We are informed by a benchmarking tool which provides real time compensation data allowing us to regularly check our salary ranges against other venture backed companies and startups within our industry. We've provided the full base salary range for this role below, but please note that we typically target the mid point of the salary range to allow room for growth within the role. Your salary is dependent upon many factors, including years of relevant experience, expertise, etc.

    During your first interview, you can expect to have an open conversation with your recruiter regarding your compensation expectations.

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