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, DC, FL, GA, IL, IN, LA, MA, MI, MO, NH, NJ, NY, NC, OH, OR, PA, SC, SD, TN, TX, UT, WI

Brief Summary of Role

• We are seeking an experienced and detail-oriented Quality Control Agent to ensure the quality and effectiveness of customer interactions and service processes. This role focuses on evaluating customer interactions, auditing service quality, and driving continuous improvement within the insurance service team.
• As a Quality Control Agent, you will be instrumental in enhancing customer satisfaction, reducing complaints, and driving retention by analyzing performance, coaching agents, and developing quality standards.

What you'll Do

• Performance Evaluation
• • Conduct frequent evaluations of customer interactions across various channels (phone, email, Salesforce tasks)
  • Audit policies and procedures to assess compliance and identify areas for improvement
  • Provide constructive feedback through one-on-one coaching and team calibration sessions
• Data Analysis and Trends
• • Analyze agent and business performance metrics to identify patterns, trends, and opportunities for improvement
  • Develop action plans and solutions to enhance customer success initiatives
  • Produce monthly trend analysis memos for department leaders, including recommended solutions and next steps
• Quality Standards and Processes
• • Create, maintain, and update quality assurance documentation, including audit reports, SOPs, and training materials
  • Ensure consistent and high-quality service delivery by developing and enforcing quality standards and guidelines
• Collaboration and Communication
• • Maintain open communication with department leaders to discuss trends, opportunities, and recommended solutions
  • Collaborate with team members and leadership to align quality standards with organizational objectives
• Researching and Analyzing
• • Manage quality assurance processes, including documentation and monitoring schedules
  • Participate in monitoring sessions with department leaders to validate findings and improve practices

What you'll Bring

• Experience: 3+ years in an audit/training role focused on monitoring and evaluating calls and digital interactions, ideally with P&C or landlord insurance experience
• Strong ability to analyze data, identify trends, and develop actionable insights
• Experience creating SOP’s and resource sites
• Familiarity with Obie systems and other customer service tools for tracking performance and quality.
• Excellent verbal and written communication to deliver feedback and present findings effectively.
• Proven ability to manage multiple priorities, maintain documentation, and meet deadlines.

Join our team to play a pivotal role in maintaining and enhancing the quality of our customer interactions and service delivery!

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, TechCrunch, Innovate State, Uncontested Investing Podcast, Insurtech Amplified Podcast

1. Meet us and get to know Obie
   You'll first talk to 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. Complete a Project Exercise
   This role requires strong planning, collaboration, and leadership skills, so we’ll ask you to complete a short exercise. You can take your time and use the resources available. We’ll assess your problem-solving abilities, writing skills, empathy, demeanor, and how well you apply key project management strategies. More details will come when you reach this step!
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
• Summer hours

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.