Program Manager

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.

Brief Summary of Role

The Program Manager thrives when taking on complex operational challenges and breaking them apart into bite sized executional workstreams. An individual successful in this role works well cross functionally, is driven by the goal of aligning stakeholders around a shared vision and has a bias to action for execution. 

Reporting to the Head of Program Management, the individual in this role will bring proven project management skills in fast-scaling startup environments as well as strong business judgment with an ability to think creatively.

What you'll do:

• Lead program teams to execute enterprise wide initiatives while demonstrating sound judgment, critical thinking skills, and a sense of urgency
• Create, revise and maintain program and resource plans (including defining scope, deliverables, and ROI for each program)
• Complete standard program communications such as status updates, risk mitigation, and implementation plans
• Establish and maintain a strong partnership with internal stakeholders & involve the right stakeholders needed to resolve blockers quickly
• Proactively highlight cross-functional gaps and identify strategic initiatives to execute
• Execute on improvements to program management process and organizational efficiency

What you'll bring:

• 3 years+ consulting and/or program management in a scaling startup environment
• Demonstrated ability to maintain poise and a positive attitude in a challenging, fast-paced, and dynamic environment
• Skilled in process mapping, analysis of as-is and to-be processes, and gap assessments
• Ability to work with limited direction and with ambiguity without a loss of performance
• Excellent written and oral communication skills
• Experience interacting with technical and functional teams
• Experience and comfort presenting to Senior Management
• Demonstrated excellence in influencing and managing change across a distributed team
• Possesses a passion for process improvement with an approach that encourages innovation, elimination of waste, and efficiency improvements
• Demonstrated ability to understand and explain complex business processes, systems, and tools with a specific focus on upstream/downstream impact
• Ability to facilitate brainstorming sessions to gather requirements

Interview Process

We want you at your best, and won't be giving you any gotcha-style questions - we aren't like that. We want to get to know you, hear about what you're interested in, and learn about what you hope to do in the future. You should familiarize yourself with these resources before continuing:

- Our company’s blog to learn more about the space we’re working in and where we write about landlord insurance.

- Check out ourTwitter andLinkedIn to get a glimpse of how people interact with our brand and product.

- Some posts with and about us around the web (Inc 5000,Business Insider,Best Places to Work,Financial Times)

- Podcast appearances (Legacy Leaders,Insurance Town,PropTechBuzz)

1. Meet us and learn about Obie

You'll first talk to Kara, Rebecca or Mary on a 30 minute call; you won't need to prepare anything in advance. You won't need to prepare anything in advance. The goal of this conversation is to get to know you and mutually explore if we might be a good fit for each other. You'll learn more about Obie and have a chance to ask any questions about our company, team, culture, and product.

2. Meet the hiring manager

You'll get to have a 45 minute video interview with the hiring manager, Carly. This discussion will be more technical in nature to ensure you have the skills needed to be successful in the role.

3. Project exercise

This role requires strong planning, collaboration, and communication skills, so we'll also present you with a short exercise to complete to provide you a chance to flex those muscles. You will be able to complete this exercise on your own time, so please be thorough and use the resources available to you. We'll be looking to see your problem solving abilities, writing and communication skills, empathy, general demeanor, and ability to leverage key strategies. 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.

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