About Reap

Reap is a global financial technology company headquartered in Hong Kong with employees across multiple countries. We enable financial connectivity and access for businesses worldwide by combining traditional finance with stablecoins for efficient money movement.

Through our stablecoin-powered corporate cards, payments, and expense management tools, we streamline financial operations and help businesses scale. Our APIs enable businesses to integrate stablecoin-enabled finance into their own products and services—from issuing Visa cards to facilitating cross-border payments.

Backed by leading investors including Acorn Pacific, Index Ventures and HashKey Capital, Reap is building the future of borderless, stablecoin-enabled finance.

Why Reap

Reap is building the infrastructure layer for global card issuance, stablecoin-native payments, and agentic finance. Our Product, Engineering & Design organisation is growing fast across multiple product lines — and we need someone who owns how it all runs.

This is a strategic operator role, not a delivery coordinator. You will be the primary partner to the Head of Product, sitting at the intersection of strategy, operations and execution. Your mandate is to help Product, Engineering & Design evolve into a disciplined operating model — one that can ship more, faster, with greater consistency — while keeping leadership aligned and the organisation unblocked.

We are an AI-native company. This role is expected to use AI tools actively — not occasionally — to do the work faster and better. You won't be writing code, but you will be building automations, generating first drafts, running analyses, and designing workflows that make the organisation smarter. If you're not already using AI to work differently, this role isn't for you.

What You'll Own

Planning cycles: Lead quarterly and annual planning across all product divisions; turn leadership priorities into scoped initiatives with owners, milestones, and measurable outcomes. Own the ongoing grooming and tracking of the initiative backlog — ensuring every priority has a clear owner, defined scope, and visible progress, so nothing falls through the cracks
Operating model: Design and maintain how Product, Engineering & Design works — rituals, planning cadences, decision frameworks, intake and prioritisation, handoff design, and role clarity across functions
Delivery frameworks: Partner with leads across Product, Engineering, Commercial, and Legal to define and operationalise engagement criteria, handoff thresholds, and role clarity — so every team knows when to pass work on, to whom, and what good looks like
Business rhythms: Build and run weekly, monthly, and quarterly cadences for Product leadership — ensuring metrics are actionable, well-defined, and tied to clear owners and follow-up actions
Cross-functional execution: Drive the highest-stakes initiatives that span Product, Engineering, Design, Commercial, and Legal; unblock, escalate, and close
Communication: Own how the organisation communicates its work — upward to leadership, laterally across functions, and outward to the company
AI-powered operations: Identify where AI can eliminate manual work, improve decision quality, or accelerate execution — then build or commission the tooling to make it happen; govern AI workflows and reusable assets responsibly as they scale

What We're Looking For

5+ years in a program management, chief of staff, solutions operations, or operating role embedded in a product or engineering organisation
Track record of owning an operating model — not just running projects, but designing how a team works
Able to move between strategy and execution: defining frameworks, writing narratives, building cadences, aligning stakeholders, and following through on details
Comfortable operating in technical environments; can work effectively with engineers and product managers without being a hands-on coder
Actively uses AI tools (Claude, ChatGPT, Notion AI, or similar) as a core part of how you work — for synthesis, drafting, analysis, and workflow design
Experience building or scaling reporting mechanisms, operating cadences, backlog management, or workflow systems
Strong judgment on governance and risk — especially when new tooling, AI workflows, or cross-functional assets need to be scaled responsibly
Clear, direct communicator with both technical and non-technical stakeholders; you make complex cross-functional situations legible to any audience

Nice to Have

Experience in a scaling B2B fintech or infrastructure company
Past consulting experience in operating model design, cross-functional problem solving, or complex program delivery
Familiarity with card issuing, payments, or stablecoin products
Built internal AI tools, automations, or reusable assets that reduced repetitive work across a team

Why You'll Love it Here

A high-impact role in a rapidly growing fintech company.
Flexible hybrid/remote work environment with a global, collaborative team.
Insurance coverage after probation.
Reap Card stipend.
Use of AI tools at work — and the space to learn, experiment, and grow with them.
A culture of innovation, inclusion, and continuous learning.

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Product Operations Lead (AI-Workflow & Strategy)