Software Engineer or Senior Software Engineer at Obie

This role is designed for full-stack engineers who enjoy building from the ground up and moving at a startup pace. The ideal candidate has at least 2 years of e

Work type: remote

Location: Remote (United States)

Salary: $100,000 – $180,000/yr

Type: Full-time

Summary

This role is designed for full-stack engineers who enjoy building from the ground up and moving at a startup pace. The ideal candidate has at least 2 years of experience with React, Node.js, and TypeScript, and is comfortable working across the entire stack—from architecting APIs and databases to building user-facing dashboards. Since the team ships code multiple times daily, they are looking for "builders" who prioritize action and simple, maintainable solutions over over-engineering. While classified as a Senior-level role, the team emphasizes talent and drive over strict years of experience. A major highlight is the high-transparency culture; the interview process is clearly mapped out, and they use real-time benchmarking to ensure equitable pay. For those near Chicago, there is a hybrid schedule (Tuesday/Thursday in-office), while others can work fully remotely within the U.S. Benefits include a company-matched retirement plan and flexible PTO. **You might be a good fit if you...** * Thrive in a "ship fast, iterate often" environment with multiple daily deployments. * Have strong professional experience with React, Node.js, and GraphQL. * Value ownership and want to influence product decisions rather than just "taking tickets." * Are looking for a high-impact role in a venture-backed company disrupting the real estate insurance market.

Job Description

At Obie, we don’t just insure properties — we ensure progress. With advanced technology, real-time data, and a vast network of agents and partners, we help real estate investors and landlords get insurance coverage whenever and wherever they need it. Thousands of owners nationwide trust us to be the insurance experts, so they don’t have to be.

Joining our team means embracing a fast-moving environment driven by innovation, collaboration, and constant progress. We learn quickly, iterate often, and celebrate wins together. If you're passionate about driving change and eager to impact the real estate and insurance market, Obie is the place for you.

Our Chicago based employees are hybrid, and expected to be in office on Tuesdays and Thursdays.

Brief Summary of Role

Hard work, high standards, real impact. Obie is on a mission to redefine real estate insurance, and we need motivated full-stack engineers (React, GraphQL, Node.js) to help us build. This isn’t just a coding job—it’s an opportunity to shape our product, our team, and our company from the ground up. The work will be fast, challenging, and deeply rewarding. If you're looking for a place where your code actually matters, read on.

How We Show Up as a Tech Team


What You'll Do


What You'll Bring


🚀 This role is not for everyone. It’s for builders, problem-solvers, and engineers who want their work to mean something. If that’s you, let’s talk.

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:


1. Meet us and get to know Obie
You'll first talk to [Kara](https://www.linkedin.com/in/kara-funk-sphr-a9014330/) on a 30-minute call for a mutual fit conversation. We’ll talk about your experience, what you’re looking for, and answer any questions about Obie’s team, culture, and product.
2. Technical Discussion (45 minutes)
Next, you’ll meet with Engineering Leader[ ](https://www.linkedin.com/in/jonathanjwatson/)[Thomas Baker](https://www.linkedin.com/in/thomashenrybaker/), and another member of the team, for a deep dive into your technical skills. Expect a conversation about your experience, approach to problem-solving, and key technologies.
3. Take-Home Coding Challenge
You’ll complete a small application using React and Node.js.
4. Live Pairing Session (90 minutes)
You’ll walk through your coding challenge with a few engineers and tackle additional technical concepts not covered in the take-home. This is also a chance to see how we work and collaborate.

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:


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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