Sales Enablement & Operations Lead

OSL; Singapore; Hybrid; SGD 153,000 - 229,000; Full time

Job summary

OSL is seeking an execution-driven Sales Enablement & Operations Lead to design, run, and scale the revenue engine powering our high-growth sales organization. This role offers location flexibility across Mainland China, Hong Kong, or Singapore, acting as the primary orchestrator across lead distribution, funnel mechanics, compensation architecture, and field enablement.

If you thrive in high-velocity, tech-driven environments and know how to manage pipeline rigor down to the transaction level,

Qualifications

• 8+ years in Sales Operations, Sales Enablement, or Revenue Operations within high-growth tech or fintech platforms.
• Deep CRM & funnel mastery with experience managing lead-routing logic and full-funnel tracking.
• Analytical and detail-oriented with a track record of managing complex compensation systems.
• Execution & enablement mindset with ability to partner with frontline reps to build practical playbooks.

Responsibilities

• Lead Routing & CRM Funnel Architecture: Architect data-driven lead routing rules and allocate inbound/outbound prospects by region.
• Full-Lifecycle Funnel Monitoring: Track conversion health from first contact to KYC completion and first transaction.
• Pipeline Hygiene & Conflict Resolution: Enforce anti-clash rules and automatic re-allocation for inactive leads.
• Quota Cascading: Break down ARR/transaction targets into regional, team, and individual targets.
• Commission Architecture & Payroll Execution: Own end-to-end commission modeling and payout calculations.
• Field Enablement & Sales Playbooks: Build collateral, battlecards, and SOPs to reduce deal friction.
• Translate mandates into field-ready execution manuals for compliance and product requirements.

Skills

Sales operations

SalesEnablement

Revenue operations

CRM mastery

Data analysis

Job description

We are looking for an execution-driven Sales Enablement & Operations Lead to design, run, and scale the revenue engine powering our high-growth sales organization. This position offers location flexibility across Mainland China, Hong Kong, or Singapore, acting as the primary orchestrator across lead distribution, funnel mechanics, compensation architecture, and field enablement.

If you thrive in high-velocity, tech-driven environments (e.g., tech-heavy field sales, fintech, or cross-border payment platforms), know how to manage pipeline rigor down to the transaction level, and take pride in converting messy front-line friction into standardized SOPs and repeatable growth—this role is for you.

Key Responsibilities

1. Lead Routing & CRM Funnel Architecture

• Dynamic Lead Allocation: Architect and enforce fair, data-driven lead routing rules to distribute inbound/outbound prospects to the right regional teams and reps.
• Full-Lifecycle Funnel Monitoring: Track end-to-end conversion health from initial lead contact through to KYC completion, first-transaction activation, and long-term retention—identifying drop-off bottlenecks in real time.
• Pipeline Hygiene & Conflict Resolution: Establish strict anti-clash rules and automatic "open pool" (public sea) re-allocation policies for inactive leads to maximize team coverage.
• Quota Cascading: Partner directly with revenue leadership to break down overall ARR and transaction volume targets into regional, team, and individual rep targets.
• Commission Architecture & Payroll Execution: Own end-to-end commission modeling, monthly payout calculations, and dispute resolution across multi-tiered pricing, transaction volumes, and incentive policies.

3. Field Enablement & Sales Playbooks

• Sales Collateral & Battlecards: Build high-converting field toolkits, competitive displacement battlecards, and objection-handling guides.
• Standard Operating Procedures (SOPs): Translate compliance, product, and legal mandates into streamlined, field-ready execution manuals to reduce deal friction.

Qualifications

• 8+ years of hands-on experience in Sales Operations, Sales Enablement, or Revenue Operations within high-growth tech or fintech platforms.
• Deep CRM & Funnel Mastery: Demonstrated experience managing lead-routing logic, public pool rules, and full-funnel conversion tracking.
• Analytical & Detail-Oriented: Proven ability to manage multi-tiered compensation systems, volume-based incentive structures, and operational data tracking without error.
• Execution & Enablement Mindset: Ability to partner closely with front-line sales reps to build practical playbooks, battlecards, and training materials that drive immediate revenue impact.

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.