Junior Insurance Specialist

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, WIBrief summary of role:Obie’s insurance production team is searching for a licensed insurance producer for our venture and Y Combinator-backed insurance and risk management start-up.  We are 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.
What you'll do:

• Take in sales leads, determine which type of policy will be needed, and effectively quote business
• Track and manage new sales leads and metrics
• Proactive and diligent client follow up
• Service existing accounts
  

What you'll bring:

• Active Property & Casualty License
• Sales as a superpower: You excel at speaking with people, solve their problems and help them achieve their goals
• 6 months+ experience in insurance sales (commercial or personal lines home/auto highly preferred)
• Ability to work in a structured and fast paced environment
• Highly organized and detail oriented
• Propensity and passion for delivering world-class customer service
  

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, Innovate State, Uncontested Investing Podcast, 

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  Obie

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