Technical Project Manager

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, WI
Brief summary of role:As a Technical Project Manager you will play a key role in building out the products and infrastructure to grow our business. The Technical Project Manager is a varied and fast paced role offering every opportunity to demonstrate your relentless attention to details, strong communication skills, tools for organization, and pragmatic project manager talents. 
We want to work with people who are humble enough to recognize they don’t know everything and curious enough to ask questions, as well as those who like to get things done and have a talent to unblock tasks while building deep organizational relationships along the way.
What you'll do:

• You are all about the details and have strong writing skills: You will work to manage project objectives, scope, budget, and timelines with product managers, program managers, and appropriate department stakeholders. You will identify, plan, and communicate project risks and roadblocks to the program management team. 
• Jira excites you (and maybe even Gantt charts): You will monitor project progress continuously and make detailed scheduled reports on measurable items, such as milestones and deliverables. You will communicate proactively with all involved personnel to provide encouragement, identify problems, create solutions, and implement efficiency improvements. 
• You understand the importance of requirements: You will oversee research materials as needed before and during projects by talking with team members, managers, in-house insurance experts, and channel partners in meetings or working sessions. You will monitor and provide hands-on recording, tracking, and reporting for meetings, project activities, and action items. 
• You can change the time on your VCR: It's in the title, but you should have a fairly strong technical background. You will work closely with our Engineering team and need to understand high level technical constraints and opportunities of our tech stack, and implications of project tasks. You'll assist in leading and supporting the Engineering and Product teams with the delivery of projects and initiatives across the company. 
• You can work async:You will be able to work independently and make decisions with minimal supervision. You also will be able to demonstrate your excellent communication skills, including the ability to build relationships internally and externally. 

What you'll bring:

• Proven track record of working as a successful Technical Project Manager or similar. 
• Strong analytical, organizational, and project management skills. 
• Excellent interpersonal and communication abilities. Flexible, adaptable, and solutions-oriented. Passionate about continuous improvement and sharing best practices. Proactive with keen attention to detail and follow-through.
• We are a crossroad between tech and insurance which means you will be working in varying environments and will need to be able to adapt to situations. Being able to work async is just as important as being able to coordinate a monthly business review across departments.
• You will assist in driving vision and purpose in varying pillars of the business.
• You should be able to act as a leader of persuasion towards aligned team vision and purpose.
• Ability to balance competing priorities in a fast-paced environment, and push back on leaders and stakeholders when necessary. 
• Strong sense of urgency to drive projects to completion. 
• Working knowledge of GitHub products, Atlassian suite, and other industry standard project management tools. 
• Able to work independently while maintaining transparency and collaboration with the rest of the team. 
• Maintain composure and tact