Reap

Transaction Monitoring Lead (Card & Crypto Payments)

Malaysia, Philippines, Taiwan full-time Senior Salary not listed
full-time Senior level Technology & IT Curated
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About the role

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?
We are seeking a hands-on Subject Matter Expert in Transaction Monitoring to lead complex investigations while building the next generation of our monitoring capability. You will clear critical backlogs, tune and design detection logic, and establish SOPs that scale our program across card schemes and digital asset flows. This is a builder role for someone who thrives in ambiguity, moves fast, and brings order to complexity.
What You’ll Do
1) Transaction Monitoring & Investigations (hands-on)

Lead investigations into high-risk and complex alerts spanning AML, fraud, and crypto-specific typologies.

Triage and clear existing backlogs for card scheme (Visa) and digital asset alerts within SLAs, documenting rationale and outcomes.

Prepare and file SARs/STRs with the JFIU and other authorities where required, maintaining robust audit trails.

Perform deep-dive forensic analysis across fiat and blockchain transaction webs, leveraging blockchain analytics where appropriate.

2) System Optimization & Rule Tuning

Serve as the primary operational stakeholder for the Transaction Monitoring vendor as we migrate to automated systems.

Analyze alert performance, reduce false positives, and propose rule-tuning changes in partnership with Product and Engineering.

Design, test, and promote new scenarios/typologies tailored to PSP and crypto-asset risks, with clear success metrics.

3) Process Governance & Procedure Creation

Draft, maintain, and own SOPs for the TM function, aligned with policies owned by FCC.

Translate regulatory and scheme requirements into actionable process steps and control points.

Define L1 vs. L2 escalation matrices, investigation standards, and QC checkpoints.

4) Mentorship & Leadership

Serve as subject matter expert for TM, mentoring peers and setting investigation quality standards.

Provide on-call guidance for complex cases, perform spot checks and QC reviews, and document best practices.

Lead knowledge-sharing sessions, write playbooks, and uplevel the team's capability through example and coaching.

What We’re Looking For
Must-haves

8-12+ years focused on Transaction Monitoring.

Background in Fintech, Payments (card issuing and/or acquiring), or Web3/Crypto with a clear grasp of differences between fiat rails and blockchain flows.

Deep knowledge of Visa/Mastercard scheme monitoring obligations and relevant AML and fraud typologies.

Hands-on experience with modern TM and blockchain analytics tools (e.g., Unit21, Flagright, Chainalysis, Elliptic) and the ability to articulate rule logic.

Start-up mindset: willing to clear alerts while building strategy, comfortable operating in evolving environments.

Nice-to-haves

CAMS, CFE, or ICA International Diploma in AML.

Prior experience standing up a TM function or migrating from manual to automated monitoring.

Working proficiency in SQL and/or data visualization for rule performance analysis and experiment design.

Why You'll Love it Here

Flexible hybrid/remote work environment with a global, collaborative team.

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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Originally posted on Himalayas

Interview prep

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Senior
Technology & IT Data Analysis Finance MySQL Operations Remote Collaboration Senior level

Likely questions

  1. Tell us about work you have done that is close to the Transaction Monitoring Lead (Card & Crypto Payments) role.
  2. How would you approach your first 30 days at Reap?
  3. Which of Data Analysis, Finance and MySQL have you used recently, and what did it help you achieve?
  4. How have you led people, improved a process, or made a hard decision in a previous role?
  5. How do you handle busy days, changing priorities, or pressure at work?

Prepare before the call

  • A recent example that proves your experience with Data Analysis, Finance and MySQL.
  • One short story with a problem, your action, and the result.
  • Two examples that show the strengths listed on your CV.
  • A clear reason why this role and company interest you.
  • Your availability, preferred work style, and salary expectations.

Ask them

  • What would success look like in the first 90 days?
  • What are the main problems this hire should help solve?
  • How does the team give feedback and measure good work?
  • What does a normal working week look like for this role?
Practice line

I am interested in the Transaction Monitoring Lead (Card & Crypto Payments) role because I can bring practical experience in Data Analysis, Finance and MySQL, learn the team quickly, and contribute to the outcomes Reap needs from this hire.

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