SPEAKERS

Speakers Driving Fintech Risk, Compliance & Regulatory Innovation

Our speakers offer deep regulatory knowledge, real-world experience, and innovative approaches to today’s most pressing fintech risk and compliance challenges. From fraud prevention to regulatory change, explore a lineup of engaging sessions and peer discussions where industry leaders deliver practical strategies for navigating the future of fintech regulation and resilience.

Dan Carmody, President of Converge Events

Daniel J. Carmody, CTP

Founder / Producer

Converge Events

Dan Carmody is the founder of Converge Events, the organization behind four executive-level conferences: the U.S. BankTech Summit, Fintech Risk & Compliance Forum, CU Growth & Innovation Summit, and Treasury Leadership Summit. These events provide strategic insights and peer collaboration for leaders in banking, treasury, and financial services.  Dan began his career in treasury roles at Arthur Andersen, Equity Office Properties, and AON Corporation before founding TreaSolution in 2002 — a consultancy that grew into a firm specializing in treasury consulting, executive training, and event production.  A respected educator and speaker, Dan has taught the Certified Treasury Professional (CTP) course at Northwestern University and delivered over 150 presentations on treasury strategy, fintech, and leadership, making complex topics accessible to senior executives.

Chris Hilliard CEO, Founding Member Winnow

Chris Hilliard

CEO, Founding Member

Winnow

Chris Hilliard is CEO and Founding Member of Winnow, where he leads a team transforming how financial institutions navigate regulatory requirements. Winnow is an advanced online platform that helps users generate tailored surveys and searches based on a dynamic database of federal and state laws and regulations. With 20+ years in consumer, commercial, and mortgage lending, Chris brings deep expertise in compliance, BSA/AML, licensing, and legal functions. He is a CRCM, CCEP, and a California Licensed Life, Accident & Health Agent. Chris has held senior roles at major financial institutions, overseeing compliance, risk, litigation, and product development. He is passionate about using technology to drive compliance efficiency and innovation.

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Anna Jacobson

Chief Risk & Compliance Officer

Paysend Group

Anna is the Chief Risk and Compliance Officer of Paysend Group, an international money remittance company. She oversees enterprise-wide risk management and compliance strategies. Based in Miami, she joined the company in 2018 and has since built global compliance and risk programs from the ground up. Prior to this role, Anna worked across start-ups, fast-growing ventures, and publicly listed companies in the fintech and payments sector, supporting business launches, strategic partnerships, and cross-border operations. She has over 15 years of experience in financial services regulatory risk management and compliance, including a decade in leadership roles. Anna holds an LL.M. in Financial Services and International Taxation and is CAMS-RM and AMLCA certified.

Josh Lambert Chief Compliance Officer Best Egg

Josh Lambert

Chief Compliance Officer

Best Egg
Josh Lambert is Chief Compliance Officer at Best Egg, where he drives consumer compliance, privacy, and fair lending programs that balance innovation with regulatory integrity. With leadership experience at AES/FedLoan Servicing, PNC Bank, and Blue Ridge Bank, he specializes in building Second Line of Defense programs and scalable Compliance Management Systems. Josh has led enterprise testing initiatives and product review strategies at both banks and fintechs, equipping teams to meet sponsor bank, state, and federal oversight while enabling fast, customer-focused product delivery. Known for his pragmatic, exam-ready approach, he builds agile frameworks that withstand scrutiny. He holds a BA in Government from UVA and ABA certifications in Lending, Deposit, and Operational Compliance and Risk.
Ray Olsen Senior Vice President Director of Enterprise Fraud Management at the Wintrust Financial Corporation

Ray Olsen

SVP Director of Enterprise Fraud Management

Wintrust Financial

Raymond “Ray” Olsen is an accomplished financial crime executive leader with 19 years of professional banking and financial services experience, specifically in Fraud, AML/BSA and OFAC. He is currently the Senior Vice President Director of Enterprise Fraud Management at the Wintrust Financial Corporation in Rosemont, IL. Wintrust Financial Corporation is a full-service bank, 65 billion in assets, 200 branch locations in IL, WI, IN, MI and FL.  Ray leads a large team of Fraud Investigative professional fraud analysts, investigators, and leaders. Ray is a former law enforcement officer and a US Army Reserve veteran.

Mark WebbSenior Vice President, Senior Director Compliance Advisory at Coastal Community Bank

Mark Webb

SVP, Senior Director Compliance Advisory

Coastal Community Bank
Mark Webb is a fintech and banking compliance expert, known for designing first/second line risk programs and strategies across traditional and innovative financial services. He’s led execution and risk programs for BaaS, LaaS, and API-based models, while building top-tier compliance teams. As SVP, Sr. Director Compliance Advisory at Coastal Community Bank, he oversees fintech and community bank compliance systems, risk culture, and reporting. Previously, he served as CCO at Lincoln Savings Bank, enhancing compliance and audit readiness. His experience spans Tally, Affirm, Wells Fargo, VISA, and Bank of the West. Mark holds an MBA in Financial Analysis from USF and a BA from UC San Diego.
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