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Stephen Lewis

  • Managing Director
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Stephen Lewis joined Capstone Headwaters from Cross Border Strategies LLC, a boutique he founded. There he focused exclusively on facilitating international debt financing for middle market companies with current or planned operations outside North America.

Prior to founding Cross Border Strategies LLC, Stephen served for seven years as Executive Director with GE Corporate Financial Services in Chicago and then London. Stephen is a 30+ year veteran of the financial services industry.

Stephen has broad legal and business experience in multi-jurisdictional transactions of all types, including portfolio acquisitions, lending, structuring, and restructuring. His extensive management skills include establishing and leading “start-up” operations in Canada and the UK for US-based lending institutions. 

Stephen has personally led over 100 international financing transactions involving more than $10 billion in international financing. He has completed international debt transactions in over 30 countries, including the US, Canada, Great Britain, France, The Netherlands, Spain, Germany, Italy, Japan, China, Hong Kong, Singapore, Australia, Mexico, Brazil, Argentina and Chile. 


Indiana University School of Law - JD - Commercial law

DePauw University - BA - Latin American Studies

Registrations & Affiliations

FINRA - Series 79 Registered Investment Banking Representative