20+ years of startup and high-growth enterprise experience as Operator/CFO and Founder/CEO and 20+ years of asset management experience

Chris Cunningham

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, Journy, Narrative, 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 Kambr, Magallan, Paladin, Beam, Otari Mats, 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 which recently sold a $500MM cash stake to private equity.

At C2 Ventures Chris is also launching a founder-led Stories Summit as well as a new podcast show called Super Powers with his co-host CEO of Media Ocean Bill Wise.

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 spent more than 10 years in banking and then continued on to co‐run 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 a privately held trading firm as its CFO and tasked with leading a turnaround of the company, which had suffered serious growing pains due primarily to financial and strategic mismanagement. In addition to building most of the firm’s financial infrastructure from scratch, Matt was able to overhaul the cash flow and risk-management systems for the firm and one of its subsidiaries, while revamping and scaling its credit facilities and leading the process of divesting non‐performing and non‐core assets. These efforts led to the company’s most profitable two‐year period, restoring the balance sheet to a position of solvency and positioning it for accelerated growth.

Most recently, Matt has been running his own consulting business where he provides capital raising and outsourced CFO services for several privately held trading companies and startups.

Matt Olivo

Matt comes to C2V from a career in finance where he primarily focused on working with and for owner‐operated, high‐growth companies in a variety of industries. Matt will be tasked with building and overseeing the fund’s financial infrastructure and will be an integral part of C2V’s investment selection process, as well as our advisory‐focused approach to managing our early-stage portfolio.


We look forward to leveraging Matt’s experience and network within the institutional finance and fintech industries, as well as his experience in building and refining financial infrastructure, models, and strategic direction to give our founders the analytical tools to plan for and manage their companies’ growth, while optimizing their use of capital and other finite resources.

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