Obie Awarded Built In Best Places to Work 2023

Grace Halla
Jan 18, 2023

At Obie, cultivating a positive culture that supports all members of our team is a top priority. It’s in our values to do good, and that means treating our team well. It’s for this reason that the Obie team is extremely proud to be recognized by Built In as one the Best Startups to Work For in Chicago in its 2023 Best Places to Work Awards list. We’re deeply grateful for what each member of our team adds to the organization, helping bring the Obie culture to life.

Winners for the Best Places to Work Award are determined through a series of data points, such as compensation, benefits, and other offerings to employees. To be eligible for the startup category, companies must be under 100 employees, with other categories of competition offered to larger organizations.

Life at Obie

The team at Obie is a hybrid workforce, consisting of 74 employees in 22 states. Over the last year the Obie team has grown by a whopping 95%, and we are excited to continue expanding our team and capabilities as a team in 2023.

With the continued expansion of our team, Obie places strong emphasis on intentional connection, celebrating the things that tie us together as a blended remote and hybrid workforce. One of Obie's distinct advantages is having team goals dedicated to helping cultivate a positive culture across departments. The People Operations team supports these initiatives through OKRs targeted to culture goals and the facilitation of events and benefits, in addition to recruiting and hiring top-talent nationwide. A sampling of their initiatives include company led events, such as virtual holiday celebrations, birthday celebrations, a unique slack community to welcome all interests, as well as other learning events, such as ‘Ask Me Anything’ sessions with our founders and brown bag lunch sessions to learn about the valuable work each team contributes at Obie.

To support our growing team this past year, Obie also launched a variety of new initiatives. These include: an education stipend to promote ongoing education, introduced financial literacy and parenting resources, two new committees to foster diversity, equity, and inclusion, as well as employee wellbeing. In addition the aforementioned, Obie has introduced a wellness stipend to support employee health and wellness practices. We continue to believe the road to success is paved with the intentional community building and support of our team.

In addition to the above initiatives Obie is also proud to offer employees unlimited flexible time off, with a minimum vacation day requirement to promote a positive work life balance. Obie also offers other benefits such as stock options, 12 weeks of paid parental leave, pet insurance reimbursement, summer hours, and more.

Career Opportunities at Obie

We’re excited to continue adding new talent to our growing team, further building the community within Obie. You can learn more about Obie, our values and current opportunities on our careers page.

Don’t see a role that fits your skills or interest? You can still apply. Send an email to careers@obieinsurance.com with a description of what you’d like to bring to the team at Obie and attach your resume.

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