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Director, Product

Pie InsuranceUnited StatesOnsite
This job is no longer open
Pie's mission is to empower small businesses to thrive by making commercial insurance affordable and as easy as pie. We leverage technology to transform how small businesses buy and experience commercial insurance.
Like our small business customers, we are a diverse team of builders, dreamers, and entrepreneurs who are driven by core values and operating principles that guide every decision we make.The Director of Product is responsible for identifying, validating, and driving business impact across a portfolio of business and/or technology domains through developing and deploying computer software. They internalize the company's strategy,  identify how their product portfolio can best support the company's goals, and guide high-quality execution to achieve business impacts.

Key responsibilities in this position include building business plans using research and analysis that drive investment decisions, developing a growing team of product managers to execute on the vision for the product, and driving cross-functional alignment on prioritization and impact for product initiatives.

How You’ll Do It


  • Critical thinking & problem solving
  • Develop 12+ month product strategy across their portfolio of products (e.g., decision-making frameworks, systematic problem exploration, outcome definition and measurement) and coaches others on how to do the same
  • Builds and continuously reinforces deep insurance and business domain expertise, with a strong command of the end-to-end value chain of Pie's business. Proactively seeks & stays close to user sentiment and feedback trends, along with broader competitive landscape and industry trends.
  • Proactively recognizing when processes or goals are misaligned with high-value outcomes, and taking corrective actions
  • Understands technical fundamentals of how multiple product and/or business domains interact, anticipates potential conflicts or synergies, and takes action to mitigate risk or maximize value
  • Ensures their teams have quantitative and qualitative processes for capturing feedback, and regularly get close to users / problems
  • Makes complex decisions with minimal oversight, acting as the primary product leader accountable for decision-making, quality-control, and results delivery for their domain of ownership
  • Cross-functional execution
  • Creates alignment around shared objectives and facilitates adoption of enabling work among other teams; monitors progress and proactively addresses misalignment
  • Recognizes and proactively communicates when expectations must be shifted, priorities adjusted, etc. to better optimize for overall business value
  • Guides their team to set clear and ambitious goals that drive significant business value; accepts responsibility for team performance and outcomes, regardless of circumstances
  • Refining product strategy into relevant suite of impacts that align cross-functional execution with key business outcomes; works with team members to refine and evolve measures over time
  • Optimizes speed-to-value across their product domain by creatively addressing dependencies, removing blockers, and maintaining focus on a manageable set of priorities
  • People Management
  • Attracting, recruiting and evaluating Product,  Engineering, and Design talent as part of hiring panels
  • Regular meetings with direct reports to provide coaching, feedback, and guidance (1x1s, development meetings, problem-solving sessions)
  • Formal performance management processes including calibrations, written performance summaries, etc.
  • Influencing and Communication
  • Building high-trust relationships with senior leaders across the business to serve as a trusted advisor and thought partner
  • Evangelizing a compelling vision for their product domain to educate and inspire buy-in across the organization
  • Distilling complex information across multiple domains into a synthesized, well-supported structure that informs and makes the case for action
  • Facilitating or leading large cross-functional meetings with stakeholders of any seniority level

The Right Stuff


  • 10+ years overall professional experience working on complex business and/or technology problems 
  • 5+ years Product Management experience working in an agile software development lifecycle (SDLC) environment
  • 3+ years experience managing direct reports performing complex knowledge work. Must include at least 1+ years managing product managers.
  • Advanced communication (written, verbal and presentation) skills, to distill complex information effectively and in alignment with the needs of the audience.
  • Advanced problem solving skills and track record of demonstrated "first-principles" based thinking. Able to manage complex situations with multiple layers, and resolve to solution anticipating needs now and into the future
  • Advanced understanding of continuous product discovery methodologies, including interviews, ethnographic research, job shadowing, passive feedback collection (e.g., surveys, product usage analytics), prototyping, etc.
  • Advanced awareness of workflow, and project tradeoffs to make decisions based on needs now and into the future
  • Advanced leadership knowledge, and ability to build, develop and coach the team and manage the overall group/team workflow to successful deliverables/outcomes
  • Demonstrated ability to influence strategic direction
  • Advanced understanding of modern software development tools, processes, and architecture patterns; knows how to strike a balance between business needs and the scope of software engineering solutions
  • Demonstrated ability to manage multiple project deliverables, making decisions and understanding tradeoffs, and create processes for efficiency and effective product delivery for their team and broader cross-functional delivery coalitions
  • Demonstrated mastery of synthesizing understanding of a given market in terms of key user segments and value sizing, jobs to be done, competitive offerings, and target opportunities for differentiated value creation.               
  • Mastery of quantitative analysis across all areas of the business
  • High level skillset in program management tools, and project mapping
  • High level technical skills and mastery of the industry to mitigate complicated issues and manage multiple complex deliverables simultaneously
  • G-Suite Tools, Collaboration tools (slack is preferred), basic office machines, Atlassian SDLC suite (Jira, Confluence, etc.)
  • Proficient with Looker or other relevant analytics tools

#LI-JF1Base Compensation Range$165,000 - $210,000USD

Compensation & Benefits 


  • Competitive cash compensation
  • A piece of the pie (in the form of equity)
  • Comprehensive health plans
  • Generous PTO
  • Future focused 401k match
  • Generous parental and caregiver leave
  • Our core values are more than just a poster on the wall; they’re tangibly reflected in our work 

Our goal is to make all aspects of working with us as easy as pie.


That includes our offer process. When we’ve identified a talented individual who we’d like to be a Pie-oneer , we work hard to present an equitable and fair offer. We look at the candidate’s knowledge, skills, and experience, along with their compensation expectations and align that with our company equity processes to determine our offer ranges. Each year Pie reviews company performance and may grant discretionary bonuses to eligible team members.

Location Information 


Unless otherwise specified, this role has the option to be hybrid or remote. Hybrid work locations provide team members with the flexibility of working partially from our Denver office and from home. Remote team members must live and work in the United States* (*territories excluded), and have access to reliable, high-speed internet.

Additional Information


Pie Insurance is an equal opportunity employer. We do not discriminate on the basis of race, color, religion, sex, sexual orientation, gender identity, marital status, age, disability, national or ethnic origin, military service status, citizenship, or other protected characteristic.Pie Insurance participates in the E-Verify program. Please click here, here and here for more information.Pie Insurance is committed to protecting your personal data. Please review our Privacy Policy.  Pie Insurance Announces $315 Million Series D Round of FundingBuilt In honors Pie in its 2024 Best Places to Work AwardsPie Insurance Named a Leading Place to Work in Colorado#LI-REMOTE#BI-REMOTE

This job is no longer open

Life at Pie Insurance

We're building Pie for the next generation of small businesses. Our team is on a mission to make workers compensation less expensive, simpler, and more transparent. Easy as pie, in fact. Founded in 2017, Pie is a fast-growing insurtech startup with home offices in Washington, DC, and Denver, CO. Pie offers an incredible career opportunity where you can use your expertise to disrupt an industry and serve the SMB community. Invest your time doing meaningful work in a fast-paced environment where your contribution will have an immediate impact.
Thrive Here & What We Value- Diverse Team of Builders, Dreamers, and Entrepreneurs- Core Values Driven Decision Making- Technology Stack Management- Collaborative and Transparent Process- Agile Mindset- Continuous Improvement in Engineering Practices- Equal Opportunity Employer- Future Focused 401k Match- Leading Place to Work in Colorado
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