Chris Cunningham
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Chris Cunningham is a 20-year media and tech veteran who is a serial entrepreneur turned early-stage venture capitalist. As an angel investor Chris invested in 18 tech start-ups, four have sold for cash and others like Petal, Narrative, Advisr, Embrace and Bloom Credit continue to increase in value. Chris recently launched a $10M early-stage venture fund to scale the C2V brand and invest in more companies.  C2V's current portfolio includes Beam, Paladin, Kambr, Tarform, Somatic, Driver Technologies, Blutag, and Boostr. Chris is also an LP in both Bowery Capital and Tech Stars.

He also held executive and leadership roles at both Unacast and Ironsource, a now $2B privately held mobile technology company that recently sold a $500MM cash stake to private equity.

Chris has also launched a new podcast called Super Powers.

Chris was the CEO and Co-founder of appssavvy a start-up he started from his Soho apartment back in 2006. appssavvy was the industry's first platform that monetized Facebook apps and games through native advertising with fortune 500 brand advertisers. appssavvy drove over $80MM in revenue to the app ecosystem both on Facebook and on mobile devices.


Prior to appssavvy, he was the SVP at for, which was acquired by VistaPrint for $117MM and is now a $1.5B company.

Over the span of his career, Chris and his team have been responsible for generating more than $250M in net new ad revenue through innovative new products, and he has succeeded in raising more than $100 million in venture capital while recruiting and growing numerous companies.

Chris has been named one of the "Most Important People in Mobile Advertising" by Business Insider, as well as being named an Ernst & Young “Entrepreneur of the Year Finalist” two years in a row.

Chris graduated from the University of North Carolina Greensboro in 1997 with an Economics degree. He has two sons, runs marathons and triathlons, and he'd rather be scuba diving.

Matt Olivo comes to C2V from a 20-year career in finance where he primarily focused on working with and for owner‐operated, high‐growth companies in a variety of industries.

Following more than a decade in banking, Matt co‐ran a $1 billion trade finance portfolio, initially under the umbrella of a boutique hedge fund manager and later as part of The Carlyle Group.
Matt was subsequently hired by one of Carlyle’s portfolio companies as its CFO and tasked with building most of the firm’s financial infrastructure from scratch while revamping and scaling its credit facilities and leading the process of divesting of its non‐performing and non‐core assets, leading to its most profitable ever 2-year period.

As a General Partner of C2V and its COO & CFO, Matt has built and oversees the fund’s infrastructure and has been an integral part of our investment selection process, leveraging his two-plus decades of experience in evaluating owner-operators of privately held companies as well as applying the deep financial and operational analysis of prospective investments that, while the hallmark of traditional fund management, is exceedingly (and unfortunately) rare in the early-stage venture world. 

Matt Olivo
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Matt is additionally lending his experience, network and expertise to our portfolio companies, assisting with financial modeling, capital structure optimization, financial and operational infrastructure building, and growth and cash management strategies. Matt holds a BA from Colgate University and is a CFA charterholder. He is a member of the CFA Society and New York Society of Security Analysts, and would generally rather be skiing or playing the guitar with his two kids.