Hillary Stiff

Alexandria, VA

For more than 20 years, investment banker Hillary Stiff has worked as one of the preeminent experts in the Internet hosting industry. Focusing on corporate finance, mergers, and acquisitions, Hillary Stiff holds the title of Managing Director at Cheval Capital, Inc., a boutique investment bank and licensed broker-dealer. Having co-founded Cheval Capital in 1994, Hillary Stiff has witnessed the emergence of the web hosting merger and acquisition arena. She primarily works with small and medium-sized Internet services companies, and she has completed more than 210 hosting and Internet service provider transactions over her career. Stiff’s past clients include Web.com, Verio, Hostopia, and Endurance International Group. As an added bonus to her clients, Stiff has developed an acquisition opportunities list comprised of hosting and other Internet services companies that are available for purchase. She furnishes the list, which typically includes 30 or more companies, to hundreds of active buyers on a weekly basis. Over her career, Hillary Stiff has received a strong positive response from leaders in the field as well as from industry publications for her approach to consulting with Internet hosts. She has motivated hosts to track their performance, and the resulting records have proven useful for multiple reasons. In general, hosts have been able to increase revenue thanks to this data, and are often better able to quantify the actual and potential values of their businesses. This latter result proved particularly useful when hosts attempted to sell their companies or attract investors. Acknowledged as an expert, Stiff speaks on a regular basis at industry-related conferences. She spoke at HostingCon 2012, which is one of the leading conferences and trade shows dedicated to the hosted services business field. Hillary Stiff also spoke at the SWSoft Global Hosting Partner Summit in 2007.

  • Work
    • Cheval Capital, Inc.