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Leslie Olma

@leslieolma

Payments and operations leader building compliant, scalable payment and AI infrastructure.

Zimbabwe
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What I'm looking for

I’m looking to lead payments or operations where compliance, risk mitigation, and automation drive measurable outcomes—scaling platforms with strong governance, people leadership, and technology (RPA, APIs, cloud) to reduce exceptions and improve client transparency.

I build and scale payment and operations platforms with a strong focus on compliance, governance, and measurable operational excellence. Most recently, as an Advisory Board Member and Fractional Chief Operations Officer, I’ve helped shape the hardware and software approach for scaling AI-based shipping lockers designed to improve delivery reliability and reduce package theft risk.

Previously, as Director of Enterprise Payments, I oversaw fulfillment of 4M+ wire and real-time payment transactions totaling $3.5T annually, leading payment operations and bank operations platforms across regulatory, SOX, and enterprise governance standards. I managed teams across two geographic locations, drove fix-and-release and faster payments initiatives across Agile pods, and led risk mitigation with continuous process improvement that reduced exception volume and improved client transparency through RPA and API technology.

I’ve also led treasury and payment operations in environments that demand reliability and security—reducing division FTE by 57%, outsourcing treasury servicing to streamline operations, securing capital improvements and security enhancements, and supporting ACH platform migration delivered on-time and under budget. I’m driven by practical execution, strong people leadership, and building the systems that make complex operations run safely at scale.

Experience

Work history, roles, and key accomplishments

Capital One logoCO

Director of Enterprise Payments

Jan 2017 - Jan 2024 (7 years)

Oversaw fulfillment of 4M+ wire and real-time payment transactions totaling $3.5T annually, managing payment operations, bank operations platforms, and SOX/regulatory compliance. Led teams across two geographies, migrated platforms to AWS, and reduced exceptions using RPA and APIs to improve client transparency.

Associated Bank logoAB

Senior Vice President, Enterprise Ops

Jan 2014 - Jan 2017 (3 years)

Directed enterprise treasury-based operations including electronic payments, treasury management services, cash vault operations, and vendor operations compliance. Reduced FTE by 57% (>$1.5M savings), secured $550K in security improvements, delivered ACH migration on-time/under budget, and renegotiated vendor contracts saving $100K+.

InstaMed logoIN

Senior Manager, Payment Settlement

InstaMed

Jan 2013 - Jan 2014 (1 year)

Managed exception handling and reconciliation for electronic payment settlement products, including claim settlement and payment card services. Built treasury infrastructure and payment settlement policies, reducing returns traffic by 20%+ and creating decline ratio reporting for card risk monitoring.

Education

Degrees, certifications, and relevant coursework

Antonin Scalia Law School, George Mason University logoAU

Antonin Scalia Law School, George Mason University

Juris Master of Law, Intellectual Property

Juris Master of Law focused on intellectual property. Thesis: Artificial Intelligence Regulation & the Arts.

Keller Graduate School of Management logoKM

Keller Graduate School of Management

Master of Business Administration, Public Administration

Master of Business Administration with an emphasis in public administration.

BU

Barat College of DePaul University

Bachelor of Arts, Political Science

Bachelor of Arts in political science.

Tech stack

Software and tools used professionally

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