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New York, New York, United States
Hybrid
Pumpkin, a subsidiary of IPH, offers premium accident & illness coverage and wellness plans for dogs and cats. Founded in 2020, our plans help families afford advanced diagnostics and treatments – from routine to critical care – so their pets can live longer, healthier lives.
Our nationwide team of 200+ pairs pet health expertise with purpose-built technology to make care without compromise possible. Pumpkin’s deep understanding of the science and finance of veterinary care makes us an asset to our more than 10,000 nationwide veterinary professional partners and is one reason we are trusted by nine out of ten surveyed veterinarians.
Our consumers love us, too. We are the #1-rated pet insurance brand on Google, have a 4.9-star rating on TrustPilot and are one of the fastest-growing pet health companies in the US. We have insured over 230,000 pets and paid more than $176 million in claims since launch. Pumpkin also offers PumpkinNow, the only urgent pay service that can pay pet parents for eligible claims before they pay vet bills — making it one of the fastest claims experiences in pet insurance. Beyond accidents and illnesses, Pumpkin Wellness Club provides preventive care plans that help pay for everything from routine vet visits to grooming.
At Pumpkin, we believe pet parenthood is parenthood. While life with pets looks different than raising human children, the responsibility, commitment, and love run just as deep. That belief is why we exist: to help parents choose the best care for their loved ones – without compromise.


Pumpkin, a subsidiary of Doubtless, offers premium accident & illness coverage and wellness plans for dogs and cats. Founded in 2020, our plans help families afford advanced diagnostics and treatments – from routine to critical care – so their pets can live longer, healthier lives.
Our nationwide team of 200+ pairs pet health expertise with purpose-built technology to make care without compromise possible. Pumpkin’s deep understanding of the science and finance of veterinary care makes us an asset to our more than 10,000 nationwide veterinary professional partners and is one reason we are trusted by nine out of ten surveyed veterinarians
At Pumpkin, we believe pet parenthood is parenthood. While life with pets looks different than raising human children, the responsibility, commitment, and love run just as deep. That belief is why we exist: to help parents choose the best care for their loved ones – without compromise.
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ROLE: SENIOR PRODUCT DESIGNER
Pumpkin is looking for a Senior Product Designer to join our Experience team. In this role, you will be part of a tight-knit, high-velocity pod working closely alongside a Product Manager and Engineers.
Your mission: Help envision and scale our innovative wellness membership club by creating compelling experiences that convey the value of preventive veterinary care and every day wellness practices, making it easier and more rewarding for pet parents to support their pet’s holistic wellbeing and healthspan throughout their life.
You are a designer at heart with a "star-shaped" skillset, a curious product mind, and a builder mentality. You thrive in highly collaborative teams, enjoy thoughtful debate, and are eager to roll up your sleeves to lead initiatives end-to-end—from discovery, inception, and validation through build, launch, and insight-driven iteration. You turn constraints into opportunities and ambiguity into action. Constantly testing new tools and embracing emerging tech, you take complete ownership of your work and its impact on broader team goals. If you thrive in a fast-moving, relentlessly curious, pet-loving culture, we want to meet you.
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KEY RESPONSIBILITIES:
Strategic Partner & Product Ownership
● Act as a Thought Partner: Collaborate closely with wellness pod leads (product, engineering) to internalize product vision, align on goals, and bring fresh perspectives on how new iterations can better serve both pet parents and business goals.
● Master the User Journey: Deeply understand the end-to-end pet owner experience—balancing preventive care with accident and illness needs—to address both lifelong health goals and everyday user micro-needs.
● Drive Planning & Alignment: Balance annual goals, quarterly initiatives, and sprint plans to ensure day-to-day work directly impacts high-level objectives.
● Culture & Collaboration: Foster a customer-centric culture by advocating for pet parents and veterinarians, elevating CX across the organization, and driving engagement through cross-functional teamwork.
Pragmatic Design & Execution
● Adaptable Design Thinking: Tailor your design methods to the problem's scope and complexity. Focus on delivering maximum impact—whether measured in customer learnings, leads, sales, or satisfaction metrics—without being dogmatic about process.
● Fidelity According to Need: Use the right tool for the job. Create clear, highly effective sketches or wireframes where product rationale shines through regardless of visual fidelity.
● Design Systems Thinking: Build scalable experiences within shared design systems and patterns. Recognize the ripple effect of UI/UX decisions and ensure design effort aligns with the value delivered to the user.
● Focus on Outcomes: Treat metrics as an essential part of the design process, using data and user insights to validate solutions and continuously learn.
Technology, AI & Innovation
● Tool-Agnostic Prototyping: Leverage standard and emerging design/development tools (Figma, Cursor, Claude, Adobe CS, low/no-code platforms) to get interactive experiences into users' hands as quickly as possible.
● Embrace Modern Tech & AI: Actively adopt emerging tech, AI tools, and automated workflows to increase product velocity and uncover new opportunities, balancing speed with privacy and craft.
● Challenge the Status Quo: Bring a fresh, courageous perspective to the pet insurance space. Show better paths forward by building and demonstrating prototypes, not just presenting ideas.
Qualifications & Experience ● 5+ years of experience in UX, product design, and/or product-adjacent front-end development.
● Proven Track Record: Experience designing successful digital products with a focus on user experience, conversion rate optimization (CRO), and growth/purchase funnels.
● Pragmatic Research Skills: Ability to gather actionable insights efficiently without getting bogged down in overly rigid research processes.
● Design Systems & Tools: High proficiency with modern design tools and design systems, alongside a strong desire to adopt AI integrations and low/no-code tools.
● Cross-Functional Leadership: Demonstrated ability to inspire, collaborate with, and communicate effectively across engineering, product, and business stakeholders.
● Problem-Solving Ability: Strong analytical skills with a track record of translating complex constraints into simple, impactful user experiences.
EXPERTISE AND EXPERIENCE
● 5+ years of experience in UX, design, and/or product and frontend development
● Proven experience in a product role focusing on user experience and design
● Strong research skills, not heavy process but ability to fine-tune approach to the exact unknowns or questions to answer. Examples of insights that inspire, not validate the obvious
● Demonstrated ability to collaborate with and inspire cross-functional teams.
● Excellent analytical and problem-solving skills.
● Strong communication and presentation skills.
● Strong command of, and willingness to embrace new design/product software and technology
● Growth, Purchase funnel, and CVR optimization best practices
OTHER ATTRIBUTES
● Prior work, background, or volunteer experience in the pet, veterinary, or health/wellness space.
● Active involvement or thought leadership within the design and product community.
● A strong professional network within tech or design.
● A great human being who genuinely loves animals.


All of our jobs come with great benefits including healthcare, parental leave and opportunities for career advancements. Some offerings are dependent upon the location of where you work and can include the following:
Comprehensive full medical, dental and vision Insurance
Basic Life Insurance at no cost to the employee
Company paid short-term and long-term disability
12 weeks of 100% paid Parental Leave
Health Savings Account (HSA)
Flexible Spending Accounts (FSA)
Retirement savings plan
Personal Paid Time Off
Paid holidays and company-wide Wellness Day off
Paid time off to volunteer at nonprofit organizations
Pet friendly office environment
Commuter Benefits
Group Pet Insurance
On the job training and skills development
Employee Assistance Program (EAP)
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