Staff Product Designer, Pie Insurance
$155-195k
+ Equity
Small business insurance
Job no longer available
Small business insurance
201-500 employees
Job no longer available
$155-195k
+ Equity
201-500 employees
Company mission
To make insurance less expensive, simpler, and more transparent for small business owners.
Role
Who you are
- This role requires deep expertise in product domain, sophisticated design judgment, and the ability to drive alignment across complex organizational boundaries
- 8+ years experience in Product Design, UX/UI, and/or User Research working in an agile software development lifecycle (SDLC) environment
- Demonstrated experience leading design for complex products or systems, preferably in financial services, insurance, or similarly complex domains
- Proven track record of successfully mentoring and developing other designers
- Advanced communication skills with demonstrated ability to influence senior leadership and drive strategic decisions
- Demonstrated mastery in crafting design systems that transform approaches to complex experience problems
- Experience developing scalable approaches to solution validation that demonstrate clear connection between design decisions and business outcomes
- Deep understanding of industry trends, user behaviors, and emerging technologies
- Ability to anticipate design and market industry shifts and shape organizational strategy based on future opportunities
- Exceptional problem-solving capabilities and ability to navigate ambiguity with consistently sound judgment
- Expert with Figma, Miro, and other modern design and collaboration tools
- Proficiency with user ethnography and feedback collection tools and methods
- Experience with analytics platforms and ability to leverage data in design decisions
- Understanding of technical constraints and development processes
- G-Suite Tools, Collaboration tools (Slack is preferred), Atlassian SDLC suite (Jira, Confluence, etc)
- Remote team members must live and work in the United States* (*territories excluded), and have access to reliable, high-speed internet
What the job involves
- The Staff Product Designer is a senior-level role that represents mastery of design craft while developing readiness for design leadership responsibilities
- You'll lead design for 1-2 product teams, mentor other designers, and operate with high autonomy across the end-to-end design process
- You'll shape design vision and strategy across multiple complex user flows while influencing senior leadership through compelling synthesis of user insights, market trends, and business opportunities
- Shape design vision and strategy across multiple complex user flows, identifying opportunities that drive user value
- Lead scalable design initiatives requiring sophisticated stakeholder alignment
- Develop measurement frameworks and success metrics that become organizational standards, directly connecting design decisions to business outcomes
- Influence senior leadership on strategic design direction through compelling synthesis of user insights, market trends, and business opportunities
- Navigate complex, ambiguous user requirements with consistently sound judgment and strategic insight
- Guide strategic product design decisions by synthesizing complex technical, business, and user considerations across the organization
- Pioneer research methods that uncover strategic opportunities, teaching others how to systematically identify high-value problems
- Define patterns in experience that balance innovation with technical feasibility and scalability
- Shape experience strategy through deep understanding of market trends, user behaviors, and competitive insights
- Serve as an organizational authority on user needs, influencing executive decisions and company direction
- Provide design mentorship that improves design capabilities across the organization
- Create playbooks for communications centered around design thinking methodologies
- Develop frameworks for knowledge sharing that elevate design capabilities organization-wide
- Build centers of excellence and mentorship programs
- Serve as an inspiration to the team and help attract top talent to the company
- Navigate political dynamics and competing priorities at senior levels by nurturing strong inter-departmental relationships
- Drive alignment across complex organizational boundaries and competing interests
- Serve as trusted advisor to senior leadership while maintaining strong credibility with broader organization
- Maintain trust with executives through strategic design thinking, reliable execution and proactive communication
- Build relationships with senior stakeholders to expand organizational influence and impact
Our take
Historically, it’s been extremely cumbersome to qualify, onboard and manage workers’ comp insurance, particularly for America’s small businesses which haven’t been prioritized by larger carriers. That’s left small businesses often stranded with expensive and low-quality coverage.
Pie Insurance is changing all that through its technology-first model. Using data and analytics to better comprehend risk and speed up the decision-making process, it reduces the time to make an underwriting decision to a few minutes. Facing only legacy competition in an industry ripe for disruption, Pie Insurance has enjoyed rapid growth and received significant investment funding from backers in the InsurTech space.
Having recently acquired a nationally licensed insurance company, Pie Insurance is now able to directly issue its own policies nationwide. Currently available in 38 states, it will be aiming to expand its operations into the remaining states and territories to provide insurance to small businesses across the entire USA.
Freddie
Company Specialist at Welcome to the Jungle
Insights
4% employee growth in 12 months
Company
Funding (last 2 of 6 rounds)
Sep 2022
$315m
SERIES D
Mar 2021
$118m
SERIES C
Total funding: $620.3m
Company benefits
- Flexible work: Pie offers in-office, hybrid, and remote work options so you can create the work environment that's best for you
- Fully paid health care: Pie covers the health, vision, and dental premiums for full time employees and covers a percentage of premiums for spouses and children
- Equity and 401k: We think you should get a piece of the pie, so in addition to equity, Pie contributes to your retirement through a 401k
- Generous PTO: We want to make sure Pie-oneers have time to balance a rewarding work life and fulfilling personal life
- Parental leave: Pie knows your family is important, providing 100% compensation for the first three months of parental leave, as well as a generous return to work plan
- Caregiver leave: Pie offers caregiver leave so you have the time to dedicate to those who need your care
- HSA and Health FSA: Pie contributes $1,500 for individuals and $2,000 for family HSAs per year. Employees have the option to contribute to a Health FSA
- Dependent Care FSA: To help care for your dependents, Pie allows employees to set aside pre-tax dollars to be used for expenses like babysitters, daycare, summer camps, etc
- Pet insurance: Pie understands your pet is family and their care can be costly when they're not feeling well. The plans provide reimbursement for common needs like exams, vaccines, x-rays, prescriptions, and much more!
Company HQ
Union Station, Denver, CO
Leadership
Dax Craig
(Co-Founder & President)MD of 11x Holdings which invests in commercial and residential real estate. Also Co-founded Valen Analytics, a data and analytics provider for property and casualty insurance.
John Swigart
(Co-Founder & CEO)Previously CMO for RapidFinance. Also worked as CMO for Esurance, starting off as VP of Finance in 2000.
Salary benchmarks
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