Product Operations Lead (AI-Workflow & Strategy)

SC HR SOLUTIONS PTE. LTD.; Singapore; Hybrid; SGD 180,000 - 260,000; Full time

Job summary

Reap seeks a senior Strategy & Operations leader for the Executive Office to turn strategy into actionable execution across APAC. You will own the leadership operating system, drive KPI trees and OKRs, and ensure cross-functional accountability.

Reporting to the Chief of Staff & Global Head of Operations, you will work with founders and functional leaders to translate priorities into concrete plans, with a focus on scalable, data-driven decisions.

Qualifications

• Previous chief of staff or strategy/operations role at a high-growth company.
• Ability to turn strategy into executable operating cadence.
• Experience in fast-changing startup/scale-up environments.
• Structured thinker who builds KPI trees, OKRs, models, and decision frameworks.
• Excellent writer and persuasive operator driving accountability across functions.
• Experience using AI tools for analysis, synthesis, and tracking.

Responsibilities

• Own the leadership operating system: cadence, pre-reads, action register, and decision logs.
• Translate company priorities into Function GP Plans, KPI trees, OKRs, and execution plans cascading to teams and individuals.
• Ensure accountability and follow-through across leads, owners, and working groups.
• Diagnose blockers, redesign workflows, and standardize cross-regional how-we-work.
• Use AI-assisted workflows to scale operations and decision-making.

Skills

Strategy execution

Leadership cadence

KPI trees & OKRs

AI-assisted analytics

Cross-functional collaboration

Written communication

Decision frameworks

Tools

AI tools

Job description

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 let businesses embed stablecoin-enabled finance into their own products and services — from issuing Visa cards to facilitating cross-border payments.

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

Executive Office, Business Operations

Team:Executive Office (Business Operations)
Reports to:Chief of Staff & Global Head of Operations (who leads the Executive Office)
Works alongside:founders, functional leaders, and the Knowledge & Communications Lead
Location:Hong Kong HQ or Singapore preferred; remote-friendly within APAC-compatible timezones
Type:Full-time, senior individual contributor, double-hatting Strategy Operations and Scale Operations

Why this role exists

Reap is scaling fast: from around 300 people toward 400 to 500, and recently joining the Payward (Kraken) group. Growth at this pace raises the bar on how the company turns strategy into execution.

Reap has a strong strategy and goal-setting foundation. The next step is the operating system around it: making sure company priorities translate cleanly into functional strategies, KPI trees, and OKRs that cascade all the way down to individual goals; that decisions become durable commitments with a clear owner, metric, and deadline; and that follow-through and cross-functional momentum do not depend on heroics.

This is the most urgent new capability in the Executive Office. Reporting to the Chief of Staff and Global Head of Operations, you make leadership decisions turn into execution, and you work hand in hand with team leads to translate company priorities into real plans. The Executive Office does not own every project or act as a central PMO: functional leaders own their functions, and you own the operating system around them (cadence, decision quality, accountability, follow-through, and cross-functional unblocking). Together with the Knowledge & Communications Lead, the goal is to make Reap a well-oiled machine.

What you'll own

• The leadership operating system.Run the decision pipeline, leadership cadence, pre-reads, action register, and decision logs, so decisions become durable commitments with a clear owner, metric, and deadline.

• Strategy-to-execution translation.Work hand in hand with team leads to turn company priorities into Function GP Plans, KPI trees, OKRs, and execution plans that cascade down to team and individual goals, and own the quality and relevance bar for them.

• Accountability and follow-through.Keep leads, owners, and working groups accountable to those targets and moving, without someone chasing them by hand.

• Scale Operations (from day one).Diagnose and remove cross-functional operating blockers, redesign workflows, and standardize how regions work.

• Decision intelligence (emerging).Help leadership decide with the right facts: internal baselines, external benchmarks, competitor and market context, and a clear why. You will help seed this capability over time.

• AI as the engine.Deploy and use AI to run analysis, synthesis, decision prep, and tracking, so the operating system scales without simply adding headcount.

Scope and growth path

Strategy Operations is the first priority. Scale Operations is a double-hat from the start, and you will likely keep both. Over time, for the right person, there is room to grow the Executive Intelligence capability (the insight and benchmarking layer that sharpens leadership decisions) into a larger part of the remit. We are looking for someone with the range and ambition to grow across this operating territory, not stay in a narrow lane.

What success looks like (6 to 12 months)

• Leadership runs on a real operating system: a clear decision pipeline, cadence, action register, and decision logs, with decisions reliably turning into owned, tracked commitments.

• Company priorities are translated end-to-end into Function GP Plans, KPI trees, and OKRs that cascade to team and individual goals, meet a consistent quality bar, and connect to company outcomes.

• Follow-through no longer depends on specific people chasing actions, and working groups keep their momentum.

• Cross-functional operating blockers are being systematically removed rather than resurfacing.

• Leadership decisions are increasingly backed by facts (baselines, benchmarks, market context), not just opinion.

• Much of the cadence and tracking runs through AI-assisted workflows.

Who you are

Must-have

• You have done this before: chief of staff, strategy and operations, top-tier consulting, or a CEO/executive-office role at a high-growth company. You have turned strategy into execution and run a leadership operating cadence.

• You thrive in high uncertainty with little guidance. This is a new capability, so you will define it without a playbook or examples to copy.

• You come from a fast-changing environment (startup, scale-up, or a demanding tech or consulting role) and operate at that pace. This is not a fit for someone shaped by slow, process-heavy corporate settings.

• Sharp, structured thinker who can build KPI trees, OKRs, models, and decision frameworks, and hold a quality bar on others' versions.

• Excellent writer and persuasive operator who drives accountability across functions without formal authority.

• You build with AI: you use AI tools for analysis, synthesis, decision prep, and tracking, not just talk about it.

• Comfortable working close to founders, with the judgment and discretion to handle sensitive strategy.

We care more about proof you have actually done this than about years on a résumé. Around 5 years of the right background is plenty, and the role should still stretch you.

Nice-to-have

• Business operations or ops-excellence experience (process redesign, operating cadence, cross-functional unblocking).

• Data, analytics, or BI fluency, pointing toward the Executive Intelligence growth path.

• Experience standing up OKR systems or leadership operating cadences from scratch.

• Fintech, payments, or another regulated, high-stakes environment.

• Experience operating across distributed, international teams and regions.

What this role is not

• Not a note-taking or calendar chief of staff. You own decision quality and follow-through, not admin.

• Not a central PMO that runs every project. Functional leaders own their functions; you own the operating system around them.

• Not a pure strategy or consulting deck role. The job is execution and adoption, not analysis for its own sake.

Why Join Reap?

• Ownership:We track impact, not chair-time. You own the finish line of every problem you take on.

• No Fence Lines:If you spot a blocker outside your job description, you are empowered to clear it.

• Hyper-Growth:We are building a $10B company, and we invest boldly inA-playerswho want to lead the future of financial access.