Senior AI Product Designer Jobs
Senior AI Product Designer jobs are open across enterprise software, consumer tech, healthcare, and fintech, with specializations in AI/ML product design, conversational UI, and design systems, from mid-level to staff and principal. Find a role that fits below and apply directly.
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The Vice President Artificial Intelligence will be responsible for defining, governing, and scaling the company's artificial intelligence strategy to drive underwriting excellence, claims efficiency, operational productivity, and superior customer outcomes. As a member of the executive leadership team, the Vice President will ensure that AI initiatives are aligned with business strategy, regulatory expectations, ethical standards, and risk management frameworks specific to the property & casualty insurance industry.
This role will lead the transition from experimentation to enterprise-grade AI, embedding advanced analytics, machine learning, and generative AI across core insurance functions while ensuring transparency, fairness, security, and compliance. The ideal candidate will combine deep expertise in artificial intelligence with strong strategic vision, exceptional communicative and persuasive skills, and an ability to lead transformative projects from inception to execution. An advanced degree (Master's or Ph.D.) in Computer Science, Engineering, Data Science, or a related field, is preferred. Unusually high levels of energy, motivation, and determination are also preferred.
In this role, you will:
- Define and execute a multi-year enterprise AI strategy aligned with corporate objectives, growth plans, and risk appetite.
- Serve as executive owner of AI vision, roadmap, investment prioritization, and value realization.
- Propose AI strategies that align with the company's overall business objectives and identify opportunities where AI can drive innovation, efficiency, and business transformation.
- Collaborate with senior executives, department heads, and cross-functional teams to align AI initiatives with company goals.
- Build and develop a high-performing team of 25 AI/ML professionals to design, implement, and scale advanced AI and machine learning solutions.
Salary Range:
The base salary for this position ranges from $400,000 to $600,000 annually, with substantial additional compensation components that could potentially double the total compensation package.
About Plymouth Rock
Founded in 1982 and headquartered in Boston, writing approximately $2.5 billion in annual premiums, Plymouth Rock is a privately held insurer specializing in automobile and home insurance. Plymouth Rock considers itself to be the “largest of the entrepreneurial insurers” and the “smallest of the large insurers.” We blend the agility, innovation, and growth potential of a dynamic startup with the resources, stability, and security of a well-established organization.
#LI-PC1
Senior AI Product Designer Jobs by Experience Level
Top Cities Hiring Senior AI Product Designers
Explore senior AI product designer openings in the cities hiring most right now.
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Who's Hiring
- Amazon64

- Google22

- Collabera15

- Photon13

- JPMorganChase10

Top Industries Hiring
- Technology & Software142
- Retail45
- E-Commerce & Online Marketplaces42
- Banking & Financial Services18
- Investment & Asset Management17
What Employers Look For
The qualifications that appear most often in senior AI product designer jobs.
- 5 or more years of product design experience with at least 2 years on AI or ML-driven products
- Demonstrated portfolio of shipped AI product features with evidence of user research and iteration
- Proficiency in Figma for prototyping, component libraries, and cross-functional design handoffs
- Experience designing for large language models, recommendation systems, or other generative AI interfaces
- Strong systems thinking applied to responsible AI, including transparency, error states, and user control
- Bachelor's degree in interaction design, human-computer interaction, cognitive science, or a related field
Tips for Your Senior AI Product Designer Job Search
Rebuild your portfolio around AI-native products
Hiring managers for senior ai product designer roles expect case studies that show how you handled ambiguous model outputs, edge cases, and trust-building in AI features, not just polished UI screens. Reframe existing work to highlight those decisions explicitly.
Apply early to roles that fit
Migrate Mate lists senior ai product designer openings from across the United States in one place, so you can find roles that match and apply directly to each listing.
Tailor your resume to the AI design stack
Hiring teams scan for fluency with prompt design, model evaluation workflows, and human-in-the-loop frameworks. Name the specific tools and methods you used, such as LLM-assisted prototyping or responsible AI audits, not just general product design software.
Target companies with dedicated AI product teams
A senior ai product designer embedded in a two-person AI skunkworks does very different work than one on a structured platform team. Research org charts and recent product launches before applying so you know what kind of design leadership the role actually requires.
Prepare a design critique for the take-home
Most senior ai product designer interviews include a real or hypothetical AI product critique. Practice articulating why a feature erodes user trust or creates problematic feedback loops, since committees weigh ethical reasoning as heavily as visual execution at the senior level.
Negotiate scope before accepting an offer
Senior ai product designer offers vary widely in whether you own a full product surface or support an engineering-led AI feature. Before signing, confirm whether the role includes research ownership, design system authority, or cross-functional leadership, since those details define career trajectory more than the title.
Senior AI Product Designer Jobs: Frequently Asked Questions
Which companies are hiring the most senior ai product designers?
Amazon, Google, and Collabera are hiring the most senior ai product designers right now, with openings concentrated in California, Texas, and New York, based on current listings on Migrate Mate as of July 2026. Demand is highest at companies actively shipping AI-native consumer or enterprise products.
How many senior ai product designer jobs are remote?
About 49% of senior ai product designer openings are fully remote or hybrid as of July 2026, reflecting strong demand for distributed design talent. Sub-areas such as AI design systems, conversational UX, and trust-and-safety design tend to offer the highest share of remote roles, since they rely on asynchronous collaboration rather than in-person workshops.
How do you become a senior ai product designer?
Start by building foundational product design skills across research, interaction design, and prototyping on shipped products. Then deliberately seek out projects that involve machine learning features, recommendation systems, or generative AI interfaces. Document those projects with case studies that show how you handled model uncertainty, user trust, and feedback loops. Progressing to a senior title typically requires leading cross-functional work independently and mentoring junior designers.
Can you get hired as a senior ai product designer with little AI experience?
Yes, if you can credibly bridge your existing product design work to AI contexts. Identify any feature you shipped that involved personalization, automation, or data-driven behavior and reframe the case study around the design decisions specific to those dynamics. Adding self-directed AI design projects, contributing to open-source AI tools, or completing a focused human-AI interaction course can close the gap enough to clear initial screening.
What does the senior ai product designer interview process look like?
The process typically runs three to four rounds. A recruiter screen is followed by a portfolio review with the design team, where you walk through one or two AI product case studies in depth. A cross-functional panel then covers collaboration with engineering and product management. Most companies close with a design exercise or take-home prompt focused on an AI-specific problem, such as designing for model error or building user trust in an automated system.
Where can I find and apply to senior ai product designer jobs?
You can find and apply to senior ai product designer jobs on Migrate Mate, which lists current openings from across the United States. Search the listings to find roles that match your experience level, specialization, and preferred location or remote setup, then apply directly to each one that fits.
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