Doug Robertson

Douglas M. Robertson is a serial entrepreneur, board member, executive, founder, operator, and investor with 35+ years of experience in the technology and software industry. Doug is seasoned operating executive having worked in private and public companies in a variety of industries including: cable television, consulting, healthcare, outdoor billboard advertising, private equity software, technology, telecom, and venture capital. Over his career, Doug has been an investor, operating executive or board member in businesses that have consummated more than 11 exits transactions including 3 IPOs and 10 M&A sales.

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Doug Robertson currently serves as Chairman and Founder of:

Fliphound, LLC, operates the largest online public platform for selling and buying out-of-home (OOH) digital billboard advertising and inventory in the United States and its out-of-home (OOH) advertising affiliates Atomic Enterprises, LLC and Billboard Opportunity Co., LP.

Doug was a founder and served as the CEO and President of Robertson Piper Software Group (RPSG) for 2006-2012, a leading enterprise healthcare, pharmacy, PBM, and point-of-sale (POS) software company. At RPSG, Doug secured equity and debt to successfully execute a roll-up strategy in enterprise software. RPSG and its subsidiaries served more than 4,000 enterprise customers. In 2008, during the financial crisis Doug facilitated the buyout of its financially distressed majority investor.  During his tenure, Mr. Robertson managed hundreds of employees and built a profitable business with 85+% recurring revenue while overseeing 4 acquisitions, 2 divestitures, and the sale of RPSG to a strategic buyer. Doug was on the board of directors of The American Pharmacy Alliance for 6 years and served as its treasurer and secretary

Prior to RPSG, Doug spent three years at Platinum Equity where he was a Senior Vice-President and had responsibility for deal sourcing, corporate and intermediary relationships, M&A/divestitures and management of Platinum’s Silicon Valley practice. In his sourcing role, Doug actively covered more than 1,000 intermediary, corporate development, and operating executives in North America and spent significant time calling on leading technology companies and TMT bankers. Doug also worked on strategic development initiatives for several Platinum technology and software companies including NextiraOne, Axcera, David Corp., Foresight Software, Gupta Software, NextiraOne, and Tesseract. Doug also facilitated and oversaw the sale of Axcera and Gupta Technologies, LLC to strategic buyers.

Previously, Doug was Executive Vice President/Co-Founder of and held various roles (including CFO) at Entera, an infrastructure, internet and streaming media software business. Doug helped Entera develop its patent portfolio and assemble the 3rd largest streaming media software development team behind only Microsoft and Real Networks. At Entera, Doug raised more than $42M from venture, private equity, corporate and angel investors and oversaw the sale of the company for more than $440M to Cacheflow, Inc a publicly traded company (now known as BlueCoat Systems, Inc NASDAQ: BCSI acquired by Symantec).

Prior to Entera, Doug was one of the first 6 employees at Level 3 Communications (NASDAQ: LVLT), an IP focused telecom network. where he worked in product marketing and business development and was instrumental in recruiting and building the IP engineering executive engineering executive team.

Prior to Level 3, Doug served as Senior Director of Marketing /Business Development and Investments of Motorola’s Multimedia Group/Broadband Division (sold to Google) where he played a key role in establishing Motorola as the dominant player in the cable modem industry. At Motorola, Doug also worked extensively on strategic partnerships, was a corporate spokesman for Motorola investor relations to both buy and sell side investors, and served on the Motorola Corporate Government Relations and Technology Review Board patent teams. Also, Doug was directly responsible for corporate venture investments, including @Home Corporation (IPO), IPIX (IPO), Viewpoint DataLabs (M&A), Virtus Corporation (M&A), and WorldGate Communications (IPO).

Prior to Motorola, Doug spent five years with KPMG’s technology consulting group in Chicago, Toronto and London working with clients including Apple, Bass PLC, BOC Ltd, and Royal Bank of Canada (RBC).

Doug has authored more than a dozen articles and research studies in leading technology publications and has been a frequent speaker at leading technology and investment conferences hosted by leading organizations include Cowen & Company, Goldman Sachs, Kagan and Associates, JP Morgan (H&Q), Lehman Brothers, NCTA, USTA and the Yankee Group.

Doug holds an MBA from University of Chicago and BA from St. Olaf College and spent his junior year of college at Harris Manchester College, Oxford, England.