Summary

As a Product Design Director at Shift4, you will be the cornerstone of design innovation and collaboration, reporting directly to the VP, Product Design. You will lead the Shift4 Dine design strategy through complexity and ambiguity, crafting AI‑native user experiences that exemplify impact, consistency, simplicity, and elegance across platforms and systems.

You will own the end‑to‑end design vision for Shift4 Dine and drive key initiatives across Web and Android, ensuring a cohesive, modern experience that thoughtfully incorporates AI into critical workflows. 

The ideal candidate has a background as a traditional UI designer (pixel‑perfect visuals, deep Figma expertise, strong interaction design) and has layered on AI‑native thinking, front‑end fluency, and a pragmatic understanding of how AI is reshaping design and development in 2026.

This is an onsite role based at Shift4's Tampa, FL location. 

Relocation assistance may be available. 

Responsibilities

• Lead the design of intuitive, high‑impact user experiences across the Shift4 product portfolio, with primary ownership of Shift4 Dine and key initiatives on Web and Android.
• Define and evolve an AI‑native experience strategy for Shift4 Dine: identify where AI (copilots, recommendations, automation, generative flows) meaningfully improves merchant and staff workflows—and where it should not.
• Leverage AI‑powered design and prototyping tools (e.g., Figma AI features, Claude‑style assistants, code‑aware tools) to explore concepts, generate variants, and rapidly move from idea to interactive prototype.
• Act as a hands‑on design leader on complex, cross‑platform projects while mentoring and directing other designers to elevate craft, quality, and consistency.
• Translate user insights, data, and product strategy into clear design hypotheses and solutions that drive merchant adoption, satisfaction, and measurable business outcomes.
• Partner closely with Product and Engineering leadership to align on product strategy, scope, technical constraints, and delivery timelines; ensure design decisions are grounded in what is feasible in today’s AI‑enabled stack.
• Establish and champion AI UX patterns for the portfolio (assistants, inline suggestions, explainability, error and fallback states, human‑in‑the‑loop correction) and ensure they are implemented consistently across products.
• Contribute to, govern, and evolve scalable design systems, patterns, and best practices across platforms—ensuring components, tokens, and documentation are “AI‑ready” for design‑to‑code workflows.
• Use AI tools to streamline design workflows (research synthesis, content and UX copy, documentation, design QA) while maintaining a critical eye for quality, bias, and brand alignment.
• Navigate ambiguity and rapidly changing AI capabilities; balance long‑term strategic investments with near‑term iterative delivery to ensure outcomes meet both user and business needs.

Qualifications

• Bachelor’s or Master’s in Design or equivalent experience.
• 9+ years in UI/UX or product design with a portfolio showing end‑to‑end product work and strong visual/interaction design across Web and Android.
• Expert proficiency in Figma (components, variants, auto‑layout, tokens, Dev Mode) and experience working with design systems at scale.
• Working knowledge of front‑end fundamentals (HTML/CSS, component/state thinking; React or similar) to read and lightly edit UI code and review AI‑generated output.
• Understanding of how Figma components map to React/Vue components and how design tokens map to CSS/Tailwind, including implications for design‑to‑code and AI tooling.
• Experience using AI tools in the design workflow (e.g., generating UX copy, exploring layout alternatives, creating documentation, or quality‑controlling AI‑generated assets).
• Proven experience contributing to and evolving design systems, patterns, and frameworks—and implementing them directly in design and prototyping tools.
• Demonstrated ability to mentor designers, influence cross‑functional partners, and navigate ambiguity while balancing long‑term strategy with pragmatic execution.

#LI-BN1

We’re looking for a Product Designer, AI to be the connective tissue between Product Design and Engineering. This role sits at the intersection of AI, UX, front‑end implementation, and systems thinking: you turn Figma into robust, reusable code, shape our design system in production, and lay the technical foundations that allow the Design organization to scale.

You’ll build interactive, high‑fidelity prototypes and production‑ready UI components, using AI‑assisted tools to accelerate exploration, prototyping, and iteration. You’ll partner closely with product designers, engineers, and product managers to bring ideas to life quickly, test them with users, and translate strong design intent into scalable implementation and a reliable design‑to‑code pipeline.

This role is onsite based at Shift4's location in Tampa, FL.

Responsibilities

Bridge design and engineering

• Translate design specs, components, and interaction patterns into high‑quality front‑end implementations that can be adopted by engineering teams.
• Work closely with designers to refine interaction details, states, and edge cases, then express them as code, stories, and clear usage guidelines.
• Collaborate with engineers to ensure prototypes align with technical constraints and can transition smoothly toward production.

Prototyping and AI‑assisted workflows

• Build high‑fidelity, interactive prototypes using a mix of design tools, AI prototyping tools (e.g., Claude‑style assistants, Replit, Figma AI), and code.
• Use AI‑assisted tools to rapidly explore ideas, generate UI logic, scaffold components, and iterate faster while maintaining implementation quality and consistency.
• Support UX research by preparing realistic prototypes for testing and iterating quickly based on user feedback and data.

Design System in Code

• Build and maintain the coded design system (components, tokens, utilities) in partnership with design system owners and front‑end leads.
• Ensure a tight mapping between Figma and code so components, variants, and tokens in Figma have clear, predictable equivalents in React/Vue and CSS/Tailwind.
• Establish standards for accessibility, performance, and theming within the component library, and ensure these standards are upheld across teams.

Foundations, tools, and workflows

• Set up and evolve tools, workflows, and repository structures that designers rely on for design‑to‑code (e.g., Storybook, design system sites, sandboxes, playgrounds).
• Define foundational conventions (naming, file structure, contribution guidelines, review processes) that make it easy for designers and engineers to extend the system.
• Partner with platform and DevEx teams to integrate design system components into product repos and CI/CD workflows.

Collaboration and enablement

• Pair with designers to upskill them on implementation realities and with engineers to deepen their understanding of design intent and UX quality.
• Support the adoption of AI prototyping tools and AI‑driven workflows within the design team, helping designers build confidence and fluency with new technologies.
• Create documentation, examples, and “how‑to” guides that help product teams use and extend the design system correctly.

Qualifications

• 8+ years of experience in product design engineering, UX engineering, design technology, UI engineering, or a similar hybrid role with strong knowledge
  of AI tools to accelerate design and development workflows, and interest in shaping how they’re used in design‑to‑code.
• Strong understanding of product design principles, UX patterns, and interaction design, with examples of complex product workflows.
• Strong proficiency in modern front‑end technologies: HTML, CSS, JavaScript/TypeScript, and a component framework such as React.
• Demonstrated experience implementing and maintaining a component library or design system in production.
• Comfortable working in Figma (or equivalent) and mapping design structures (components, variants, tokens) to code architectures.
• Experience building prototypes that go beyond click‑throughs (real data, logic, interactions, and edge cases).
• Experience collaborating closely with product designers, engineers, and product managers to ship user‑facing features in cross‑functional, Agile teams.
• Strong communication skills in English both written and verbal an with the ability to explain both design and technical decisions clearly to diverse stakeholders.
• Experience with design systems and component libraries, including contribution and governance.
•  

Nice‑to‑have

• Experience in a SaaS or payments/fintech environment with complex, data‑heavy interfaces.
• Familiarity with mobile platforms (Android; Kotlin a plus).
• Experience with documentation tools (Storybook, MDX, internal component galleries) and design system governance.
• Comfort with basic backend concepts and APIs sufficient to wire up realistic data into prototypes and component examples.
• Experience exploring and prototyping new interaction models, including AI‑assisted user flows, automated tasks, agent‑based experiences, voice interactions, or hardware‑connected interfaces.

#LI-BN1

Senior UX / User Experience Researcher

Shift4 (NYSE: FOUR) is boldly redefining commerce by simplifying complex payments ecosystems across the world. As the leader in commerce-enabling technology, Shift4 powers billions of transactions annually for hundreds of thousands of businesses in virtually every industry.

What we’re looking for

The Merchant Experience team is building a research practice within Shift4 Labs™ a customer-led product incubator purpose-built to design products that propel our Merchants forward. We are looking for an experienced, human-centered User Experience Researcher to support current product initiatives and establish the foundations of the Shift4 Labs design research practice. 

Our initial phase will be focused on establishing a nimble usability evaluation processes and formalizing our customer insights.  Ultimately, we hope to grow the research practice within Shift4 Labs to incorporate more generative research activities.  

The ideal candidate for this role is a highly skilled product researcher with a deep understanding of the role customer research plays in creating best-in-class experiences with an equal mix of usability and desirability. The candidate should have a balanced view of the relationship between customer needs and business goals and be able to articulate clear and practical insights to internal stakeholders.  

This role is onsite and can be based at any of the following Shift4 locations: Tampa, FL (preferred location) / Atlanta, GA / Center Valley, PA / Las Vegas, NV / Toronto, Canada

Relocation assistance may be available. 

Responsibilities

• Plan and implement necessary research initiatives based on product roadmaps and organizational initiatives.  
• Author and conduct various types of usability evaluations, including moderated, unmoderated, and prototype testing which may include  experiments, t-tests, A/B tests, and other data analysis.
• Apply diverse research methods such as interviews, surveys, contextual inquiries, ethnography, and diary studies to address key questions.  
• Facilitate workshops and collaborative sessions to assist customers in articulating business needs. 
• Create process flows, wireframes, mockups and functional prototypes to effectively communicate design strategies and detailed interaction behaviors. 
• Synthesize findings into clear, actionable insights and influence key stakeholders through storytelling and evidence-based recommendations.
• Help build product metrics measurement programs, platforms and reporting mechanisms to scale growing organizational needs.
• Develop and maintain a repository of research findings and standard methodologies to promote organizational learning and drive continuous improvements. 

Qualifications

• 7+ years hands-on of experience in UX research with a focus on usability testing and mixed-method studies.
• Excellence in evaluative research (e.g., usability testing, prototype validation, A/B testing).
• Excellent written communication, presentation, and interpersonal skills in English; the ability to communicate complex concepts clearly and persuasively across different audiences and varying levels of the organization.
• Focused interest in growing into the generative research insights arena of UX. 
• Ability to independently drive multiple concurrent projects in an agile environment.
• Experience in complex B2B SaaS or enterprise platforms with multiple personas.  
• A robust portfolio showcasing prior research projects with both desktop + mobile research outcomes. 

Preferred Skills (Additional skills that are a plus to have):

• Working knowledge of Figma. 

#LI-BN1

Senior Product Manager

Hybrid Tampa, FL / Remote 

While proximity to Tampa is preferred to support a hybrid schedule in our Tampa Center of Excellence, we’re open to remote candidates who can support the Eastern Time Zone.

Deepwatch’s Senior Product Manager reports to the VP of Product and plays a critical role in defining and delivering our product strategy across the organization. This role partners closely with Product, Engineering, UX, Sales, Marketing, and Delivery teams to shape product requirements, drive roadmap execution, and ensure alignment from concept through delivery.
The Senior Product Manager is responsible for standardizing and evolving our product offerings, improving product positioning and documentation, and enabling scalable go-to-market execution. This role also works directly with our Customer Advisory Board to gather feedback and translate customer needs into actionable product strategy and prioritized initiatives.

In this role, you’ll get to:

• Own the evolution of the Deepwatch platform by driving requirements, prioritization, development, and delivery of product capabilities that create measurable customer value.
• Define and manage the platform roadmap, ensuring clear priorities, realistic timelines, and alignment across internal stakeholders and customer-facing teams.
• Standardize and scale product offerings across customers, including features, use cases, onboarding, reporting, dashboards, runbooks, KPIs, and customer communications.
• Serve as the voice of the customer, translating feedback, market insights, and real-world use cases into actionable product strategy and a prioritized backlog.
• Author and refine product requirements and use cases, turning complex scenarios into clear, executable specifications for engineering teams.
• Drive cross-functional alignment across Product, Engineering, UX, Sales, Marketing, and Delivery to ensure successful product execution and go-to-market readiness.
• Make informed prioritization decisions, balancing short-term execution with long-term platform strategy while maintaining stakeholder trust and transparency.
• Measure and communicate product success, defining KPIs, tracking performance, and turning insights into continuous improvement and new hypotheses.
• Enable go-to-market success by supporting internal and external training for customers, sales teams, and channel partners.
• Stay ahead of the market, developing deep expertise in industry trends, customer needs, and competitive dynamics to identify and drive new opportunities.
• Build strong internal and external relationships, collaborating effectively across teams and with partners to ensure successful outcomes and uphold Deepwatch’s reputation.
• Live and promote Deepwatch’s core values in all aspects of your work.

To be successful in this role, you’ll need to:

• Identify, define, and deliver high-impact product opportunities, translating market needs into scalable solutions
• Communicate effectively across audiences, leveraging strong presentation, organizational, and analytical skills
• Lead cross-functional teams and drive alignment, building consensus and delivering results in a matrixed environment
• Navigate complex product and process challenges, using sound judgment and independent decision-making
• Balance execution speed with long-term strategy, thriving in a fast-growing, dynamic organization
• Bring a strong understanding of modern software development practices, including building and deploying applications and data-driven systems
• Represent multiple stakeholder perspectives, acting as the voice of the customer while aligning marketing, engineering, finance, support, and operations
• Leverage data to inform decisions, with experience working at scale and translating complex datasets into actionable insights
• Be proficient with modern product and collaboration tools, such as Jira, Figma, Miro, and Slack
• Have 7+ years of relevant experience, preferably in product management
• Bring experience in cybersecurity, MDR preferred 

Statutory Pay Disclosure 

The anticipated salary range for this role is $145,500 - $174,000 + stock options + benefits. Actual compensation may vary from posted hiring range based upon geographic location, work experience, education, and/or skill level.

ITAR Compliance

This position will have access to customer data and as such is subject to International Traffic in Arms Regulations (ITAR). Upon application, candidates will be asked to confirm that they are a U.S. Person as defined by the following:

• A citizen of the U.S.;
• A lawful permanent resident of the United States; 
• A person admitted to the United States as a refugee; or
• A person that has been granted asylum by the United States government.

The intent of this requirement is not to verify employment eligibility overall, but to ensure compliance with import/export regulations. If you do not meet these requirements, we encourage you to apply for other open roles at Deepwatch. This information will be verified upon offer of employment.