Customer Success Representative

About Obie:
At Obie, we are shaking up landlord insurance, making it easily available for landlords and real estate investors both when and where they need it. With a focus on driving efficiency and innovation for our customers and within our team, we’re on the search for new talent that can take Obie to the next level.

At Obie, you’ll collaborate with a diverse team that embraces evidence-based decision making, learns from failure, accepts feedback, and is always prepared to make changes for the better. You’ll be expected to operate with flexibility and leverage your curiosity to drive innovation while collaborating with colleagues across teams and areas of expertise. Our ideal teammates are kind, passionate, committed to excellence and eager to nerd out over the best ways to make Obie even better.

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:

Obie is looking for an innovative, bright, motivated and hard-working individual to join our team to help us accomplish our mission of combining insurance know-how, innovative technology and world-class service to delight our customers.

Those successful in this role have the ability to critically think, have a strong intellectual curiosity and a desire to help others solve problems.  Additionally, you’ll be self motivated and directed.  An ability to work autonomously and collaborate in a virtual environment is a must. You will be expected to succeed without heavy direction.

What you'll do:
  • Resolve insurance requests quickly and accurately for our current clients
  • Deliver top tier customer experience with every interaction
  • Work closely with current customers to educate them on the benefits of our programs and products while ensuring all accounts are serviced appropriately
  • Work closely with referral sources and carrier contacts to successfully deliver for our customers
  • Crush individual, team and department goals
  • Adhere to our processes related to customer follow up and data gathering
  • Maintain the existing culture predicated on motivation and positive reinforcement while upholding a standard of accountability to self, team and company
  • Complete other duties as assigned

What you'll bring:
  • 2+ years working in insurance customer service
  • Fearlessness and adaptability in a fast-moving, ever changing environment and ability to work on multiple tasks at once
  • 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
  • Prior experience and the ability to demonstrate how to prioritize competing demands while managing your time effectively
  • Excellent verbal and written communication skills to assist with customer needs, problem solve, answer questions, and leave a positive impression
  • Experience and comfort using a variety of software tools from Salesforce, Excel and G Suite, to include but not limited to policy management and accounting systems
  • Personal standard for excellence: Strong process orientation and interest in finding better ways to do things
  • Positive “can do” attitude and a desire to contribute to a growing, energetic work environment
  • An active Property & Casualty insurance license is required before starting

More about Obie:
Founded in 2017, Obie is paving a new path in insurance for landlords and real estate investors. Obie’s goal is to fundamentally change how insurance is bought and sold  by building technology and insurance products that increase ease and accessibility for the 17 million residential real estate investors and landlords in the US. Obie offers a superior insurance experience, allowing real estate investors and landlords to obtain the right coverage where it’s most convenient for them, whether that means using our digital quote tools, working with independent agents, or finding us through our integrations with industry partners.

With over 6,000 active policy holders, and over $20 billion in coverage secured, Obie has still barely scratched the surface of its growth potential. That growth is supported by $39 million secured in funding, positioning it perfectly to continue revolutionizing the industry.

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
Summer hours


Remote (United States)

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