AI Product Manager; Management Trainee

Exciting news! We are on a growing journey and building a stellar team!

At Sunnystep, we are not just building leaders – we are cultivating a dynamic team that thrives on innovation, collaboration, and collective success.

We are an innovative force in consumer retail with a clear brand purpose — we believe wellness starts with our feet. Good shoes support our feet and our body, and help us move and live better.

We are redefining comfort in every step to an unparalleled experience without compromising on style. Our mission is to revolutionize the footwear industry by crafting the most comfortable shoes with unwavering commitment to environmental responsibility ensuring that every step our customers take not only embodies unrivalled comfort but also leaves a positive impact on the planet.

• AI Feature Delivery (End-to-End) Convert business problems into clear product requirements (PRDs, user stories, workflows). Build MVPs fast using LLMs + simple workflows (prompting, RAG, automation, human-in-the-loop). Partner with engineers/design to ship, measure, iterate. Own rollout, adoption, training, and feedback loops.
• User & Workflow Design (Practical, Not Theoretical) Conduct lightweight discovery: shadow users, interview store teams/internal stakeholders. Map workflows (before/after): time saved, error reduction, throughput increase. Define UX for AI features (approval flows, confidence display, fallback behavior).
• Data + Product Analytics Track and improve key metrics: adoption, usage frequency, activation rate, task success rate. Set up dashboards or lightweight measurement systems (Sheets/Looker/Lark/SQL). Use evidence to decide what to build next—no guesswork.
• Prompting + Evaluation Discipline Design prompts and test systematically (A/B variants, edge cases). Build evaluation sets and define “good output” standards. Reduce hallucinations and failure modes using guardrails + structured outputs.
• Operator Mindset (Execution + Systems) Turn messy workflows into repeatable SOPs. Create playbooks so results scale beyond you. Handle stakeholder alignment and updates with clarity and speed.

• Strong structure and writing: can produce clear PRDs and specs.
• High agency: takes initiative without being asked repeatedly.
• Comfort with ambiguity + speed: you don’t freeze when it’s unclear.
• Basic AI literacy: understands what LLMs can/can’t docan write prompts and test systematically knows simple concepts like RAG, embeddings, evaluation
• Analytical ability: can interpret data and form a crisp recommendation.

• Built something tangible before (app, automation, dashboard, prototype).
• Experience with tools like:
  Notion/Lark, Sheets, SQL basics Zapier/Make, Airtable, Retool Python, API basics
• Prior exposure to retail, e-commerce, customer support, operations.

• Extreme Ownership: results > excuses
• Speed: ship > talk
• Obsess over quality & detail: no sloppy edge cases
• Radical honesty: say what’s broken fast
• Ruthless prioritization: focus on impact, ignore noise

Headquartered in Singapore, Sunnystep is committed to fostering community, inclusivity, integrity, and technology to support everybody’s journey of possibilities.

We review each application thoroughly and will arrange an initial discussion with the shortlisted candidates who best meet our requirements. If you find that the requirements align with your experience and expertise, you may express your interest through this job advertisement or you may reach out to our Hiring Team – .