Our team is led by Dean Donovan and Brian Flynn, each a former CEO. The team has a deep experience in starting companies from both the operating and investing side of the ledger and decades of experience in mobility. As a result, DiamondStream tends to take a hands on approach to helping its portfolio companies.

Dean Donovan

In 2004, he co-founded Volaris, and sits on the Board of Directors and its IT Advisory Committee. The company has been listed on the NYSE since 2013, employs a ULCC business model, and flies in Mexico, Central America and the US. He also co-founded Casino Marketing Alliance, a travel analytics and marketing firm. He helped form Metropolitan Bankgroup, where he served as Chairman of the Compensation Committee. Metropolitan was sold to Renasant in 2017. 

Mr. Donovan served as a Director of Stellar Labs, a software company focused on global distribution technologies for private aviation. He also sits on the board of Prophet, a marketing consultancy, and twice served as Chair of the Special Committee during the firm’s recapitalization efforts. 

Mr. Donovan has served as COO of Nimblefish Technologies, a micro-marketing technology platform and as CEO of SearchForce, a paid search workflow management and optimization platform.

Between 1989 and 2003 Mr. Donovan worked with Bain & Company consulting to executives in the United States, Europe and Latin America. He ran Bain’s Africa business and headed Bain’s auto and aviation practices at various times.

Mr. Donovan received his MBA with honors from the Wharton School and his B.A. from University of California Berkeley, where he graduated with Honors in Rhetoric and Economics, Phi Beta Kappa and Summa Cum Laude.

Brian Flynn

Mr. Flynn co-founded Volaris (NYSE: VLRS), Mexico’s second largest airline. He also co-founded Casino Marketing Alliance, a travel analytics and marketing firm. Mr. Flynn helped form The Metropolitan Bank and build it to $1.3B in assets. Among other investments, Mr. Flynn led the acquisition and turnaround of Victory Refrigeration which led to a 13x return for investors.

He previously was a Managing Director at Bachow & Associates, the then largest private equity fund in Philadelphia, Pennsylvania with investors such as CalPERS and the Ford Foundation. At Bachow, he identified, negotiated an investment in or acquisition of, built, grew, and sold companies in a variety of industries.

Mr. Flynn served as CEO of Innova Corporation (now Harris Corporation: HRS), a leading telecom equipment company that resulted in a 22x return for investors. Prior to Bachow, he was a consultant at Bain & Company where he met Mr. Donovan. Mr. Flynn also worked for DLJ in investment banking and GE Capital in finance.

He is a Beta Gamma Sigma graduate of Columbia Business School and a Phi Beta Kappa graduate of Williams College, and he also studied at the London School of Economics. He sits/sat on various public and private company boards of directors.