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.
While Obie does offer fully remote opportunities for those outside of Chicagoland, we are only currently hiring in the following states: AZ, CA, DC, FL, GA, IL, IN, LA, MA, MI, MO, NH, NJ, NY, NC, OH, OR, PA, SC, SD, TN, TX, UT, WA, WI
Brief summary of role:
The Salesforce Engineer is a highly technical position, and will be responsible for designing and developing custom solutions that include application processing platforms for programs. Our current solution architectures vary - in some instances, they use a front-end CMS system connected via web services to back-end Salesforce and document storage systems. Other solutions include multi-tenant architecture within Salesforce and structured hierarchy.
The role is primarily back-end Salesforce development, however, the individual in this role must be able to perform front-end development duties as needed (2 years of front-end developing experience preferred).
What you'll do:
What you'll bring:
Nice to haves:
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, Rebecca, or Mary 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.
2. Meet the hiring manager
Next, you'll have a 45-minute video interview with the hiring manager to assess your technical skills for the role.
3. Project Exercise
This role requires an ability to communicate and collaborate effectively as well as strong Salesforce development skills, so we'll present you with a short exercise to complete to provide you a chance to flex those muscles. More on this when you get there!
4. 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:
Competitive salary
Flexible time off with an encouraged minimum time away to support a healthy work-life balance
12 weeks of Paid Parental Leave
Great health, dental and vision coverage
Life Insurance
Flexible Spending & Health Savings Accounts
Stock Options
401k match
Pet Insurance Reimbursement
Health and wellness benefit
Equipment budget - everything you need to do your best work
Professional development support