Olmstead Management Team
Meet Our Leadership

Stephen Alepa
CEO & Head of Client Experience
Stephen is CEO of Olmstead Associates. He also leads Olmstead’s Client Engagement capability, helping investment managers with communications and information delivery solutions across their client lifecycle. He has 25+ years as a management consultant and financial technology executive, helping global financial markets firms of all sizes define and achieve their business objectives. Regarding our client’s client experience, he drives Olmstead’s services, considering all client touchpoints when devising client engagement operating models and integrated sales and service solutions.
Stephen held senior positions at Andersen Consulting (now Accenture), PwC, and Arthur Andersen, where he was the partner-in-charge of the New England financial markets business consulting practice. Prior to Olmstead, Stephen held leadership positions at trading pioneers ITG and Macgregor. He architected and ran the ITG Net business unit, the firm’s end-to-end electronic trading and trade processing network, building it to a community of over 750 buy-sides, sell-sides, custodians, and industry utilities. Stephen led Macgregor’s Sales and Service, and oversaw the transformation of the firm’s financial profile by diversifying revenue, growing recurring revenues, and reducing costs dramatically. A recurring theme through his professional experiences is the weaving together of strategy and execution, business, and technology.
A graduate of Georgetown University, in his free time you can find Stephen enjoying time with his wife and three children, around a baseball diamond or on a stand-up paddle board. Stephen holds the Chartered Financial Analyst (CFA) designation.

Michael DiScipio
Head of Investment Operations
Michael is a Managing Director in Olmstead’s Investment Operations practice, leading our middle office strategy and outsourcing competency. He is a proven industry leader with over 25 years of demonstrated success guiding asset managers and service providers through complex initiatives to realize strategic business objectives.
Michael has experience leading some of the investment management industry’s most prominent middle and back office transformations including operating model redesigns, and operational assessments involving technology, outsourcing or offshoring evaluations.
Prior to joining Olmstead, Michael was a Managing Director for Accenture in the Asset Management consulting practice. Michael also spent 10 years serving as a Principal with Beacon Consulting, where he was instrumental in the build out of their Outsourcing and Technology Assessment capability. Additionally, Michael has held numerous management roles at Brown Brothers Harriman, Eagle Investments, PFPC and JP Morgan. Given Michael’s extensive experience in the middle and back office accumulated from his leadership roles in consulting and operations, he can offer clients a unique perspective from initial strategy through implementation.

Anthony Whitford
Head of Data Management
Anthony is a Managing Director, leading Olmstead’s efforts to empower data-driven asset managers. He is an accomplished technologist with 20 years driving technology and data initiatives for large and small asset managers.
Anthony was Head of IT Common Services at Western Asset, where among other responsibilities, he enhanced the firm’s data architecture and developed its cloud strategy, leveraging data virtualization, Snowflake cloud data warehouse, a data science platform, and data lakes. Anthony was CTO at Fischer Francis Trees & Watts (now BNP Paribas Asset Management), where he built a sophisticated global investment management platform that elicited digital transformation across the firm.
At his core, Anthony is a software and data architect/engineer driven to enable asset manager innovation and agility. He is a problem solver who delivers and moves the needle.

Austin Lewis
Co-Head of Client Experience
Austin’s expertise helps our clients transform their Distribution Intelligence programs, sales organizations, lead gen initiatives, and segmentation efforts to exceed their goals.
Austin brings over 16 years of industry experience spanning retail intermediary as well as institutional businesses at Janus Henderson. He is a business, data strategy, and analytics leader with a deep understanding of asset management and the data-driven processes that are the crux of the industry. He has led global teams supporting the implementation and rollout of CRM systems and integrations, data governance structures, and data and analytics solutions and outputs. His expertise helps our clients leverage data across many technology platforms and solutions to drive better decisions and outcomes for the organization.
Austin holds a dual MBA in Business Strategy and International Business from the University of Colorado and a Bachelor of Science in Business Administration from Pepperdine University.