Risk Strategy Lead (iGaming)

We are building a stablecoin-powered global B2B payment network that serves high-frequency, digital-first verticals including iGaming and cross-border trade. In this senior role, you will take full strategic ownership of our risk control architecture, balancing growth with rigorous loss mitigation, channel health, and regulatory compliance across on-chain and off-chain rails.

You will design and establish our end-to-end Risk Strategy framework from 0 to 1. You will not be performing daily manual reviews or writing code. Instead, you will act as the chief architect of "what to check" and "how to check"—authoring robust SOPs for operational teams, directing system product requirements for Product & Tech, and driving high conversion rates for legitimate high-volume merchants without compromising security.

We are flexible in terms of the job location, work arrangement will be tailored to identified candidate's preference.

What You’ll Do

1. Architect Risk Frameworks & Merchant Tiering (0-to-1)

• Establish comprehensive merchant onboarding (KYB) and transaction monitoring (TM) interception rules for iGaming operators and trade merchants based on licensing, geography, traffic models, and volume.
• Build multi-dimensional, tiered review standards and actionable SOPs for mid-office reviewers, aligning document requirements and rolling reserves to specific merchant risk profiles to ensure standardized execution.

2. Lead Complex Case Escalations & iGaming Micro-Risk Strategy

• Serve as the senior escalation point for high-risk, disputed, or edge-case scenarios, evaluating player anomalies (e.g., immediate cash-outs violating wagering ratios, syndicate bonus harvesting, unlinked payout addresses) and providing pragmatic solutions.
• Design robust risk frameworks for non-standard, high-risk scenarios such as third-party payouts and deposits originating from self-hosted wallets.

3. Drive System Productization & Risk Automation

• Translate operational risk insights into structured system rule logic to eliminate reliance on manual labor and increase automated approval rates.
• Partner directly with Product and Engineering leaders to specify and roll out advanced risk infrastructure, including smart rule engines, device fingerprinting, and KYT crypto screening tools (e.g., Chainalysis, TRM Labs).

4. Manage Risk Portfolio & Governance

• Oversee macro risk metrics across the business line, including total loss ratios, chargeback rates, interception accuracy, and client friction.
• Periodically audit operational review quality and dynamically tune risk policies, ensuring controls remain agile and aligned with commercial expansion goals.

What We’re Looking For

• 8+ years of progressive experience in risk strategy, risk policy, or compliance operations within Web3 fiat gateways, iGaming payments, or high-risk cross-border payment platforms (0-to-1 process architecture experience required).
• Deep domain expertise in merchant risk, with proven mastery over iGaming fraud vectors, player behavioral anomalies, laundering paths, and payout security logic.
• Practical knowledge of USDT/USDC mechanics, on-chain fund tracing, and crypto AML/KYT risks (e.g., sanctioned addresses, mixers, protocol exploits).
• Strategic Product Mindset: Demonstrated ability to abstract operational requirements into logical rule engines and collaborate effectively with Product & Tech teams on PRD specs.
• Executive-Level RBA Mindset: Advanced understanding of the Risk-Based Approach, capable of dynamically calibrating controls to balance commercial throughput with regulatory bottom lines.
• Entrepreneurial Ownership: High comfort with ambiguity, ready to drive cross-functional alignment and handle senior-level case adjudications during early infrastructure development.

About OSL

OSL is the first SFC-licensed digital asset platform in Hong Kong and a PayFi innovator. Through stablecoin payments, cross-border settlement and global licensing, we are building the next-generation payments network. Stablecoins have become everyday money across emerging markets and are widely viewed as blockchain’s “killer app,” with industry focus shifting from token issuance to real-world consumer and enterprise payment adoption. The strongest growth lies in cross-border B2B payments, where providers embedding stablecoins into corporate settlement flows can capture significant volume and float. Long-term defensibility comes from regulatory licences, banking partners and cross-border corridors.

OSL holds or has acquired licences in Hong Kong, Japan, Australia, Bermuda and Indonesia, and is expanding into Europe, Brazil, Southeast Asia and Africa through acquisitions and licence applications. With OSL Pay and StableX, we embed stablecoin settlement into bank accounts and card networks, support 150+ digital assets, and provide 24/7 fiat–stablecoin conversion. As a regulated pioneer with a startup mindset, we believe the future of payments will be driven by real adoption and scalable deployment, not technology narratives. We welcome builders who are passionate about crypto and payments to join us in shaping compliant, global payment infrastructure.