Richard R. Waterfield is Chairman of the Board & CEO of Waterfield Enterprises, LLC, an American investment holding company with interests in technology, energy, financial services, defense, management consulting, real estate, hospitality, and agriculture. Waterfield has acquired operations dating back to 1887.
Mr. Waterfield also serves as Chairman & CEO of Waterfield Asset Management (Est. 1989), Founder & Managing Principal of Waterfield Private Equity Fund(s) I, II, and III, (Est. 1999, 2000, and 2004 respectively), and a Founding Partner of Waterfield Merchant Banking (Est. 1998). He serves as Co-Chairman of the Board of the following Waterfield subsidiary companies: Waterfield Financial (Est. 1928), Waterfield Technologies (Est. 1989), Blueworx Cloud Solutions (formerly IBM Websphere), VoxGen Artificial Intelligence Solutions, Vox Network Solutions, Dice Communications, Digital DataVoice (DDV), and Speech-Soft Solutions, and Chrysalis Software, Inc. He is Chairman Emeritus & Former CEO of Waterfield Group (Est.1928), as well as a Former Chairman of YPO Orange County, YPO | Northern Indiana, Culver Military Academy Summer Schools & Camps, and Waterfield Energy (Est. 2009). Mr. Waterfield coaches a select group of high potential growth organizations, including: CapView Partners, a $1.1 billion in transaction history SFR & 1031 exchange investment organization, The BAM Companies, a $1.3 billion in transaction history institutional quality apartment community investment organization, and The Desai Companies, a private family value investment company with a focus on hotel management, remote workforce, & construction. He is Chairman of Waterfield Utilities, Waterfield Ranches & Farms Waterfield Natural Resources™, Waterfield Preserve™, and The Waterfield America Foundation™.
During his tenure at Waterfield, Mr. Waterfield has managed over 90 acquisitions and divestitures, along the way founding Waterfield Asset Management, Waterfield Enterprises, Waterfield Merchant Banking, The Waterfield Funds, two of America’s first Internet banks (National InterBank & UFB Direct), and Waterfield Financial, which at one time owned and operated America’s largest independent affinity deposit origination network, a 90 million member network serving the Veterans of Foreign Wars, Firefighters, Teamsters, the NRA, and the US Armed Forces, among others.
Prior to joining Waterfield Group, Mr. Waterfield was at Goldman, Sachs & Co. in New York, where he served in the Equities Division under Robert K. Steele, who eventually became Deputy Mayor of New York City, CEO of Perella Weinberg, and Chairman of Duke Univeristy, J. Christopher Flowers, who eventually became CEO of JC Flowers & Co, a multi-billion dollar financial services investment fund complex, and Anthony Scaramucci, who eventually became CEO of SkyBridge Capital & White House Chief of Staff under President Donald J. Trump. While at Goldman, Mr. Waterfield co-founded the hedge fund & private equity organization that became Waterfield Enterprises & The Waterfield Private Equity Funds alongside the Chairman of Goldman Sachs International, Gene Fife, and an elite group of Goldman Limited Parters, including the reputed Head of Goldman’s Global Bank Stock Analysis Group, Robert B. Albertson, as well as the legendary former Head of the Goldman’s Financial Institutions Group (FIG), Joseph H. Wender.
From 1992-1994, while earning a BA in Economics at Columbia University in New York City, Mr. Waterfield worked as a Wall Street Intern at Prudential Securities under George M. Salem, a well-known bank stock analyst and renowned Wall Street Bear.
Mr. Waterfield received his BA in Economics from Columbia University in 1994. After graduating from Columbia, he trained & worked for fifteen (15) years for Goldman Sachs & Goldman Sachs Limited Partners.
Mr. Waterfield trained for over a decade in Los Angeles under Martial Arts Hall of Fame Grand Master Steve Ross. He has a 2nd Degree Black Belt in Soo-Bahk-Do, an ancient form of Shaolin-based Karate currently used as a basis for hand-to-hand combat training in American Navy Seal Training Program(s).
WATERFIELD AMERICA FOUNDATION
Raised in The Heartland, Mr. Waterfield is a dedicated Hoosier and family man, an avid outdoorsman, an experienced educator, and an American patriot. Through The Waterfield America Foundation™ and Waterfield Preserve™, Mr. Waterfield, The Waterfield Family & The Waterfield Companies support the great state of Indiana, Outward Bound, The Air Force Association, The Navy Seal Foundation, The Core Curriculum at Columbia University, Southern Methodist University (SMU), The Federalist Society at Harvard University, Hillsdale, Huntington University, The 2nd Amendment, The NRA, The Catholic Church, The Make A Wish Foundation, The Robin Hood Foundation, The International Firefighters Association, The Heritage Foundation, family values in education, The Alliance Defending Freedom, Mom’s For Liberty, meritocracy in education, NAS, Students For Fair Admissions, The American Family Association, youth wellness through sports, clean American river initiatives, clean American drinking water initiatives, and various environmental causes focused on hunting & fishing. To submit a grant request, or for more information on Waterfield America Foundation, please visit www.waterfieldfoundation.org.
BOARD POSITIONS
Mr. Waterfield serves or has served the following companies as either Chairman of the Board, CEO, or CEO Coach:
New York
- Fife, Waterfield & Co. (Goldman Sachs LP funded hedge fund)
- Ellesmere Island Private Equity Fund (Goldman Sachs LP funded PE fund)
- Ravenswood Private Equity Fund (Goldman Sachs LP funded PE fund)
- Waterfield Enterprises, LLC (Goldman LP funded investment company)
- Carnegie Childs, LLC (Investment Bank founded by Joe Desena, CEO of Spartan)
- Burlington Securities, LLC (Investment Bank)
- LKS Restaurant Group, LLC (Restaurant Group, Moomba, Dylan Prime, Fuel founded by The Waterfield Brothers & the Solomon Brothers’ Restaurant Group)
- National InterBank, LLC (America’s first New York Based Internet Bank)
- Capview Partners (1031 Exchange-Based Real Estate Fund Complex)
Los Angeles & Silicon Valley
- Blueworx, formerly IBM Websphere (Artificial Intelligence)
- Waterfield Private Equity Fund(s) I,II, & III (Goldman Ltd Partner funded)
- The AARP Banking Center, powered by National InterBank (Goldman Ltd Partner funded)
- Young Presidents Organization | Orange County Chapter
- YPO Pacific Region | Hawaii, CA, AZ, WY, NV, WA
- The NRA Banking Center
- Senior Media (Sold to Disney)
- Affinity Financial Corporation (AFC) (America’s largest Affinity Deposit Network
- Cappello, Waterfield & Co. (Investment Bank)
- Waterfield Merchant Banking
- TheRateReport™
- American Partners Bank (turnaround)
- UFB Direct (sold to Bank of Internet)
- Waterfield Asset Management
- Waterfield Energy (Cloud-based accounting & ERP Software for the Oil & Gas Industry, sold to TrueWind Capital & M33 Growth)
- The Newport Beach Yacht Club
- Waterfield Montminy & Co. (CREO) (Boutique Investment Bank)
- Waterfield Technologies (global tech)
- Altura Technologies (cloud)
- Chrysalis Software, Inc. (Workforce Management Software)
- Tevora Data Security
- Sante Realty Fund Management
- Barratt Asset Management
- Indigo Commercial Finance
Indiana, The Midwest & Canada
- Waterfield Financial Services & Waterfield Group (IN)
- Waterfield Luxury Properties (IN)
- Waterfield Utilities (IN)
- Waterfield Ranches & Farms (Regenerative Ag)(IN)
- Roanoke Main, LLC (Small Town America) (IN)
- Waterfield America Foundation (IN)Waterfield Preserve (hunting & fishing)(IN)
- Vexis Systems (OK)
- Vysys Technologies (OK)
- First Bank of Mitchell (sold to Bloomfield State Bank)(IN)
- Forty-Seven Ronin Technologies (MN) (Interactive Voice Response & Speech Recognition)
- Dice Communications (Canada) (Virtual System Administration)
- The Desai Companies (TN)
- Culver Military Academy Summer Schools & Camps (IN)
- Young President’s Organization | Northern Indiana Chapter (IN)
- The Canterbury Football Club (CFC), powered by Indy Eleven (IN)
Europe and India
- Vox Artificial Intelligence (Artificial Intelligence) (Oxford, England)
- Speech Soft Solutions (AI-Speech Communications) (Hyderabad, India)
EDUCATION/COMMUNITY
- Republican Senatorial Inner Circle
- Braun for Governor
- Banks for Senate
- Stutzman for Congress
- President’s Club, Republican National Committee
- California Business Council
- Presidential Business Commission, National Republican Congressional Committee
- Young Presidents Organization
- The Republican Party
- The Heritage Foundation
- Culver Military Summer Academy – Former Co-Chair, Diversity Committee
CULTURAL & OTHER NON-PROFIT
- Waterfield America Foundation
- Waterfield Preserve
- The Navy Seal Foundation
- The Air Force Association
- Outward Bound
- Columbia University
- Harvard University
- Alliance Defending Freedom
- Moms For Liberty
- Students for Fair Admissions
- Make A Wish Foundation
- The Robin Hood Foundation
- The Heritage Foundation
- Hillsdale
YPO
Mr. Waterfield is an active member of the Young President’s Organization (YPO), and has been involved with YPO since 1986. YPO, founded in 1950, has a membership of over 20,000 CEO members organized in 300 chapters in 125 countries. Mr. Waterfield served as Chairman of YPO | Orange County, Area Chair of YPO’s Pacific Region (HI, CA, AZ, NV, WY, WA), and Chairman of YPO | Northern Indiana. Mr. Waterfield’s wife, Stefanie, served as Spousal Chairwoman for YPO’s Pacific Region, and currently serves as a Spousal Chairwoman for YPO | Northern Indiana. As part of his work with YPO, Mr. Waterfield has served as the Founding Moderator for seven (7) separate forums, and moderated over 100 forum sessions.
SPEAKER & AUTHOR
Mr. Waterfield has been a guest speaker at The National Family Business Council, USC Marshall School of Business, Columbia Business School, Culver Military Academy, and Young President’s Organization (YPO). He has been quoted in the Wall Street Journal, CNBC, The Los Angeles Times, The San Francisco Examiner, The Orange County Register, and American Banker. Mr. Waterfield co-authored a published Wall Street Journal referenced report in 1994 entitled “The Coming California Bank Crises” with George M. Salem, Head Bank Stock Analyst at Prudential Securities. He also authored a published report in 1994 entitled “The S&L Crises and It’s Impact on Market Volatility” while attending Columbia University.
EDUCATION
Mr. Waterfield received a BA in Economics from Columbia University in 1994. He then joined Goldman Sachs & Co., where he trained for fifteen (15) years under a group of Goldman Sachs Limited Partners, including the former chairman of Goldman Sachs International, The Head of Goldman’s Global Bank Stock Analysis Group, and The Former Head of Goldman’s Financial Institutions Group (FIG). He is a member of MENSA.