Senior Product Designer (Competitive + Equity) at Well-funded AI-powered fintech startup

📍 Job Overview

Job Title: Senior Product Designer (Competitive + Equity)
Company: Well-funded AI-powered fintech startup (Recruiting via Jack & Jill/External ATS)
Location: London, UK
Job Type: Full-Time
Category: Product Design / Fintech Operations
Date Posted: October 20, 2025
Experience Level: 5-10 Years
Remote Status: Primarily On-site (London, UK)

🚀 Role Summary

• Lead end-to-end product design for innovative AI-powered consumer services, focusing on complex, ambiguous challenges.
• Develop intuitive user journeys and craft conversational, trust-building experiences, leveraging AI-native tools.
• Drive hypothesis-led design, rigorously measure product impact, and collaborate closely with engineering to ship impactful features.
• Contribute to a category-defining service with significant social impact and scale.
• Operate within a fast-growing, well-funded startup environment backed by top-tier VCs.

📝 Enhancement Note: While the title is "Senior Product Designer," the responsibilities involve significant operational oversight in translating ambiguity into actionable product strategies and driving measurement. This role requires a blend of design craft and a product-first, data-driven mindset, aligning it with operational excellence in product development. The emphasis on AI tools and conversational design also points to an evolving operational landscape within product creation.

📈 Primary Responsibilities

• Spearhead the complete design lifecycle for sophisticated AI-driven features, transforming complex requirements and ambiguity into clear, user-friendly journeys.
• Utilize AI-powered prototyping tools (e.g., Lovable, Replit) to rapidly iterate on concepts and design conversational interfaces that foster user trust and engagement.
• Implement a hypothesis-led design methodology, establishing key performance indicators (KPIs) and metrics to rigorously assess the impact of design decisions.
• Foster deep collaboration with engineering teams to ensure seamless implementation, efficient development cycles, and timely delivery of high-quality product releases.
• Contribute to the strategic vision and evolution of an AI-native consumer service, ensuring alignment with business objectives and social purpose.
• Champion user-centric design principles and advocate for user needs throughout the product development process.
• Conduct user research, usability testing, and competitive analysis to inform design decisions and identify areas for optimization.
• Develop and maintain design systems and style guides to ensure consistency and scalability across the product.

📝 Enhancement Note: The core responsibilities highlight a blend of strategic design leadership and hands-on execution, characteristic of senior roles in fast-paced startups. The emphasis on "hypothesis-led design," "rigorously measure impact," and "collaborate closely with engineering" directly points to operational execution and a need for data-informed decision-making, crucial for revenue operations and GTM alignment.

🎓 Skills & Qualifications

Education: No specific degree mentioned, but a strong portfolio and demonstrated experience are paramount. Equivalent practical experience is highly valued.

Experience: 5-10 years of experience in digital product design, with a proven track record of leading complex projects from conception to launch.

Required Skills:

• Deep expertise in digital product design, with a comprehensive portfolio showcasing exceptional craft, strategic thinking, and demonstrable product impact.
• Proficiency in designing for AI-powered products, with a keen understanding of conversational design principles and language as a core design element.
• Experience with AI-native prototyping tools (e.g., Lovable, Replit) and modern design software.
• Strong ability to translate ambiguity into intuitive and engaging user journeys and experiences.
• Proven experience in leading hypothesis-led design initiatives and rigorously measuring outcomes.
• Excellent collaboration and communication skills, with the ability to work effectively with cross-functional teams, particularly engineering.
• Autonomous and self-directed, with the capacity to thrive in a high-growth startup environment.
• Data-driven approach to design, utilizing analytics and user feedback to inform decisions and drive improvements.
• Facilitation skills for design thinking sessions, workshops, and stakeholder alignment meetings.

Preferred Skills:

• Experience in the Fintech industry, with an understanding of financial services products and user needs.
• Familiarity with building and scaling consumer-facing applications to millions of users.
• Experience with developing and maintaining design systems.
• Exposure to building products with a significant social purpose.

📝 Enhancement Note: The requirements emphasize a blend of technical design skills, strategic product thinking, and operational execution. The "autonomous," "data-driven," and "skilled facilitator" descriptors are key indicators of the operational mindset expected. A strong portfolio is essential, requiring candidates to showcase not just visual design but also problem-solving and impact.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Demonstrate end-to-end product design ownership for at least 2-3 complex digital products or features, preferably AI-driven or conversational in nature.
• Showcase a deep dive into problem definition, user research, ideation, prototyping, user testing, and final implementation, highlighting your specific role and contributions.
• Provide clear case studies that illustrate your process, design rationale, and the impact of your work, supported by relevant metrics and data.
• Include examples of how you've translated ambiguity into clear user flows and intuitive interactions.
• Showcase your ability to prototype using modern tools, including AI-native tools if applicable.

Process Documentation:

• Highlight your approach to hypothesis formulation and validation in design.
• Detail your methods for measuring design impact and iterating based on data and user feedback.
• Provide examples of how you collaborate with engineering to ensure successful product launches.
• Illustrate your experience with agile or lean product development methodologies.

📝 Enhancement Note: For a senior role in a startup, the portfolio is critical. It needs to go beyond aesthetics to demonstrate strategic thinking, problem-solving capabilities, and the ability to drive measurable outcomes, which are core to operations. The emphasis on hypothesis-led design and impact measurement directly aligns with operational effectiveness.

💵 Compensation & Benefits

Salary Range: Based on industry benchmarks for Senior Product Designers in London with 5-10 years of experience in a well-funded tech startup, the estimated salary range is approximately £70,000 - £100,000 GBP per annum. This range is highly competitive and subject to adjustment based on the candidate's specific experience, skills, and the company's compensation strategy.

Benefits:

• Competitive Salary
• Significant Equity/Stock Options: Reflecting the startup's growth and your contribution.
• Comprehensive Health Insurance: Covering medical, dental, and vision (specifics to be confirmed by the company).
• Generous Paid Time Off (PTO): Standard holiday allowance, plus potential for additional days.
• Professional Development Budget: For courses, conferences, and learning resources to enhance skills.
• Opportunity to work with cutting-edge AI technology.
• Impactful role in a mission-driven company.

Working Hours: The standard working hours are typically 40 hours per week. However, given the startup environment, flexibility and a willingness to put in extra effort during critical project phases may be expected. The role is primarily on-site in London, UK.

📝 Enhancement Note: The salary range is estimated based on the "Competitive + Equity" description, the location (London), and the experience level (Senior). Research indicates that for Senior Product Designers in London's tech/fintech sector, this range is standard, with equity being a significant component. The "well-funded" aspect suggests the company can afford competitive compensation.

🎯 Team & Company Context

🏢 Company Culture

Industry: Technology / Fintech / AI This startup operates at the intersection of Artificial Intelligence and Financial Technology, aiming to create an AI-native consumer service with a strong social purpose. The industry is rapidly evolving, demanding innovation, adaptability, and a forward-thinking approach to product development and user engagement.

Company Size: The description "fast-growing startup" and "scaling to millions of users" suggests a company that has moved beyond the early seed stage, likely employing between 50-200 individuals. This size offers a dynamic environment with opportunities for significant impact, while still maintaining a relatively agile structure.

Founded: The founding date is not specified, but the mention of being "well-funded" and "scaling to millions of users" implies it's likely a few years old, having secured at least Series A or B funding. This stage typically involves a focus on product-market fit, growth, and solidifying operational processes.

Team Structure:

• The Product Design team is likely small but highly influential, working closely with product management, engineering, and potentially marketing/growth teams.
• As a Senior Designer, you will likely report to a Head of Product, Design Lead, or potentially a CTO, depending on the organizational structure.
• Cross-functional collaboration is critical, with designers expected to partner closely with engineers, product managers, and data analysts.

Methodology:

• Data-driven decision-making is a core tenet, with a strong emphasis on hypothesis testing and impact measurement.
• Agile or Lean methodologies are likely employed to facilitate rapid iteration and continuous improvement.
• A product-first approach, focusing on solving real user problems with innovative solutions.
• Emphasis on building trust and ethical considerations, especially given the AI and social purpose aspects.

Company Website: https://www.jackandjill.ai/

📝 Enhancement Note: Inferring company culture and structure from "well-funded AI-powered fintech startup" and "fast-growing" is standard for operations roles. The size and stage of the company directly influence the operational dynamics, team collaboration, and the level of autonomy expected from senior roles.

📈 Career & Growth Analysis

Operations Career Level: This role is positioned as "Senior Product Designer," indicating a mid-to-senior level where individuals are expected to lead significant design initiatives independently. It requires not only advanced design skills but also strategic thinking, problem-solving abilities, and the capacity to mentor junior team members if applicable. The role involves driving product strategy through design, making it a key player in the company's Go-To-Market (GTM) success.

Reporting Structure: The Senior Product Designer will likely report to a Head of Product, Design Lead, or potentially a CTO. This reporting line places them within the product development function, with a direct line to leadership responsible for strategic product direction. Collaboration will extend across engineering, product management, and potentially marketing teams.

Operations Impact: The Senior Product Designer's output directly impacts the company's ability to attract, engage, and retain users for its AI-powered fintech service. By creating intuitive, trustworthy, and impactful user experiences, the designer contributes significantly to user acquisition, conversion rates, customer satisfaction, and ultimately, revenue growth. The role's focus on hypothesis-led design and impact measurement ensures that design efforts are directly tied to business objectives and operational efficiency.

Growth Opportunities:

• Leadership Development: Potential to grow into a Design Lead or Head of Design role as the company scales, managing a team and shaping the design vision.
• Specialization in AI & Fintech: Deepen expertise in designing for cutting-edge AI technologies and the complex domain of financial services.
• Strategic Product Influence: Become a key strategic partner in product development, influencing roadmap decisions and contributing to the overall business strategy.
• Mentorship: Opportunity to mentor and guide junior designers, developing leadership and coaching skills.
• Equity Growth: As a well-funded startup, significant equity growth is a key incentive, aligning personal success with company performance.

📝 Enhancement Note: Analyzing the "Senior" level and startup context allows for detailed insights into career progression, reporting lines, and the operational impact of the role, crucial for candidates evaluating long-term career opportunities.

🌐 Work Environment

Office Type: The role is described as primarily "On-site" in London, UK. This suggests a physical office space designed to foster collaboration, innovation, and team cohesion. Modern startup offices often feature open-plan layouts, collaborative zones, and dedicated spaces for focused work.

Office Location(s): London, UK. Specifics about the office location within London are not provided but can be assumed to be in a tech hub or easily accessible area.

Workspace Context:

• Collaborative Environment: Expect an open and interactive workspace where spontaneous discussions and brainstorming sessions are encouraged. This fosters rapid problem-solving and idea generation, essential for a startup.
• Operations Tools & Technology: Access to state-of-the-art design software, AI prototyping tools, and collaboration platforms will be provided. The emphasis on AI tools suggests a tech-forward environment.
• Team Interaction: Frequent opportunities to interact with product managers, engineers, and other key stakeholders, facilitating a cohesive and efficient product development process. This close proximity is key to operational agility.

Work Schedule: While a 40-hour work week is standard, the startup environment may require flexibility. The on-site nature promotes team synergy and allows for real-time collaboration, which can streamline operational workflows and decision-making processes.

📝 Enhancement Note: The "On-site" requirement in London, coupled with the startup context, implies a dynamic and collaborative physical workspace designed to optimize team interaction and operational efficiency.

📄 Application & Portfolio Review Process

Interview Process:

1. Initial Application: Submit via the Jack & Jill AI recruiter portal by speaking with "Jack" for 20 minutes, using your LinkedIn profile. This AI-driven screening aims to assess initial fit and gather key experience/ambition data.
2. Portfolio Review: If Jack deems you a fit, an introduction will be made to the hiring manager. Your portfolio will be a critical component, requiring a deep dive into your design process, problem-solving approach, and impact.
3. Hiring Manager Interview: Likely a conversation focusing on your experience, design philosophy, approach to AI and complex problems, and cultural fit.
4. Design Challenge/Case Study: You may be asked to complete a take-home design challenge or present a detailed case study from your portfolio, focusing on problem-solving, hypothesis-led design, and collaboration.
5. Team Interviews: Interviews with product managers, engineers, and potentially other designers to assess collaboration skills, technical proficiency, and cultural alignment.
6. Final Interview: Potentially with founders or senior leadership to discuss strategic vision and final fit.

Portfolio Review Tips:

• Show, Don't Just Tell: For each project, clearly articulate the problem, your role, the design process, key decisions, and the measurable outcomes. Use data and metrics to demonstrate impact.
• Focus on Process & Rationale: Explain why you made certain design choices. Highlight your problem-solving methodology, especially for ambiguous or AI-related challenges.
• Highlight AI & Conversational Design: If you have experience with AI tools or conversational interfaces, make these prominent. Show how you approached language as a core design element.
• Demonstrate Collaboration: Include examples of how you worked with engineers and product managers, and how you facilitated discussions and gathered feedback.
• Quantify Impact: Use metrics (e.g., conversion rate improvements, user engagement increases, task completion rates) to showcase the business value of your design work.
• Tailor to the Role: Emphasize projects that align with AI, fintech, consumer services, and building trust.

Challenge Preparation:

• Understand the AI Context: Be ready to discuss how AI can be leveraged in product design and what unique challenges it presents.
• Hypothesis-Led Thinking: Practice framing design problems as hypotheses and outlining how you would test them.
• Focus on User Journeys: Be prepared to map out complex user flows and explain how you would simplify them.
• Articulate Trade-offs: Be ready to discuss the compromises made during the design process and why.

📝 Enhancement Note: The unique application process via an AI recruiter ("Jack") requires specific preparation. The emphasis on portfolio review and potential design challenges necessitates a focus on demonstrating operational aspects of design: problem-solving, impact measurement, and cross-functional collaboration.

🛠 Tools & Technology Stack

Primary Tools:

• Design Software: Figma, Sketch, Adobe Creative Suite (Photoshop, Illustrator) – Proficiency in at least one is expected.
• Prototyping Tools: Figma, InVision, ProtoPie, and specifically mentioned AI-native tools like Lovable or Replit.
• Collaboration Tools: Slack, Jira, Confluence, Asana – for project management and team communication.

Analytics & Reporting:

• Web/App Analytics: Google Analytics, Mixpanel, Amplitude, Heap – for tracking user behavior and product performance.
• Data Visualization: Tableau, Power BI, Looker (or similar) – for creating dashboards and presenting insights.

CRM & Automation:

• While not directly a designer's primary tool, familiarity with CRM systems (e.g., Salesforce, HubSpot) and their impact on user experience is beneficial, especially for understanding the customer journey.
• Automation tools for design workflows or user feedback collection might be relevant.

📝 Enhancement Note: Highlighting AI-native tools like Lovable and Replit is crucial. The inclusion of analytics and collaboration platforms points towards an operations-focused environment where data and teamwork are paramount for design success.

👥 Team Culture & Values

Operations Values:

• Data-Driven Innovation: Decisions are backed by data and user insights, fostering a culture of continuous improvement and iterative development.
• User-Centricity: A deep commitment to understanding and serving user needs, ensuring that products are intuitive, valuable, and trustworthy.
• Collaboration & Transparency: Open communication and close partnership across teams (design, engineering, product) are essential for efficient workflow and shared success.
• Impact & Ownership: A strong sense of accountability for the product's success, with individuals empowered to take ownership and drive meaningful results.
• Adaptability & Agility: Embracing change and quickly iterating in response to market feedback and technological advancements, crucial for a fast-growing startup.

Collaboration Style:

• Cross-Functional Integration: Designers are expected to be active participants in product strategy, working hand-in-hand with product managers and engineers from ideation through launch.
• Constructive Feedback: A culture that encourages open and honest feedback, fostering continuous learning and improvement within the design team and across departments.
• Knowledge Sharing: Encouraging the sharing of best practices, learnings, and insights through design reviews, internal presentations, and documentation.

📝 Enhancement Note: These inferred values reflect a typical high-performing startup culture, emphasizing data, collaboration, and impact, which are core to successful operations and GTM strategies.

⚡ Challenges & Growth Opportunities

Challenges:

• Navigating Ambiguity: Leading design for complex, ill-defined problems in a rapidly evolving AI and fintech landscape.
• Balancing Innovation with Trust: Designing AI-powered services that are both cutting-edge and deeply trustworthy for consumers, especially in finance.
• Rapid Iteration and Scaling: Keeping pace with the demands of a fast-growing startup, iterating quickly while ensuring design quality and scalability.
• Cross-Functional Alignment: Ensuring consistent vision and execution across product, engineering, and other departments in a dynamic environment.
• Demonstrating ROI of Design: Clearly articulating and measuring the business impact of design decisions, particularly in relation to AI features.

Learning & Development Opportunities:

• AI & Design Specialization: Becoming a leader in designing AI-native consumer products, a rapidly growing and valuable field.
• Fintech Domain Expertise: Developing deep knowledge of the financial technology sector and its unique user needs and regulatory landscape.
• Product Strategy Leadership: Growing influence on the product roadmap and overall business strategy.
• Mentorship & Team Building: Opportunities to guide junior designers and contribute to building a strong design function.
• Exposure to Top-Tier VCs: Learning from experienced investors and understanding the strategic drivers of venture-backed growth.

📝 Enhancement Note: Identifying potential challenges allows candidates to prepare for them, while highlighting growth opportunities provides a clear view of the role's long-term career potential within the operations and product development spheres.

💡 Interview Preparation

Strategy Questions:

• "Describe a time you led the design for a complex, ambiguous feature from scratch. What was your process, and what was the outcome?" (Focus on your problem-solving, hypothesis testing, and impact measurement.)
• "How would you approach designing a conversational AI experience for financial advice? What are the key considerations for building trust?" (Demonstrate understanding of AI, conversational design, and user trust principles.)
• "Walk us through a project where you collaborated closely with engineering and product management. What were the challenges, and how did you ensure successful delivery?" (Highlight your collaboration skills and operational efficiency.)

Company & Culture Questions:

• "Why are you interested in working with AI and Fintech, specifically for a startup like ours?" (Show genuine interest and research into the company's mission and industry.)
• "How do you approach hypothesis-led design and measuring the impact of your work?" (Connect your design process to data-driven outcomes.)
• "Describe your ideal work environment and how you thrive in a fast-paced startup setting." (Assess your fit with the company's culture and operational pace.)

Portfolio Presentation Strategy:

• Structure: Organize your presentation logically: Problem -> Your Role -> Process -> Solutions -> Impact/Results.
• Storytelling: Weave a narrative around each project, highlighting the challenges and your journey to the solution.
• Quantify Everything: Use metrics and data to demonstrate the success and business value of your design.
• Focus on "Why": Justify your design decisions and trade-offs.
• Interactive Elements: Be prepared for questions and discussions about your work, showing your critical thinking and ability to articulate your rationale.
• AI & Trust Emphasis: For this role, specifically call out any work related to AI, conversational design, or building user trust.

📝 Enhancement Note: Tailoring interview preparation to the specific role (Senior Product Designer, AI/Fintech, Startup) and the unique application process (AI recruiter) is key for candidate success. Focusing on operational aspects like problem-solving, data, and collaboration is paramount.

📌 Application Steps

To apply for this operations-aligned design position:

• Speak with Jack: Initiate your application by visiting the Jack & Jill website and engaging with their AI recruiter, "Jack." Be prepared for a 20-minute conversation leveraging your LinkedIn profile.
• Curate Your Portfolio: Select 2-3 of your most impactful projects that showcase end-to-end design ownership, problem-solving for complex or ambiguous challenges, and measurable outcomes. Emphasize any AI, conversational design, or fintech-related work.
• Optimize Your Resume: Ensure your resume clearly highlights your 5-10 years of experience, key skills in product design, AI tools, hypothesis-led design, and cross-functional collaboration. Use relevant keywords such as "Product Design," "AI," "Fintech," "User Journeys," and "Data-Driven."
• Prepare Your Presentation: Practice presenting your portfolio case studies, focusing on articulating your process, design rationale, and quantifiable impact. Be ready to discuss your approach to building trust in AI-powered services.
• Research the Company: Understand the startup's mission, AI focus, and the social purpose aspect. Prepare thoughtful questions about their product, culture, and design team.

⚠️ Important Notice: This enhanced job description includes AI-generated insights and operations industry-standard assumptions. All details should be verified directly with the hiring organization before making application decisions.

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