A New York VC Spotlight: Lewis Gersh



Lewis Gersh is an accomplished founder, investor, advisor and former Ironman triathlon athlete.  Prior this, Gersh was general counsel for Central Park Media Corporation.  During his 2 years with the company, he was also president of the company’s software and CD-ROM development division, Software Sculptors, and its online development subsidiary, Binary Media Works.

In partnership with AOL, Gersh founded Worldly Information Network, his first company, in 1998.  The financial information company focused on both retail investor information publishing and institutional investor data processing. He was chairman of WIN until 2002, when the institutional investor division was sold to FactSet and the retail investor division was sold to Advisor Software.

After selling WIN, Gersh founded and was managing of Unadilla Ventures LLC, a venture firm that focused on financial technology and online media sectors.  In 2006, the companies in the firm’s portfolio were formalized into Gersh Venture Partners.  Gersh oversaw corporate finance, strategic development and investor relations for the portfolio companies.

In 2008, Gersh co-founded Metamorphic Ventures, a venture firm that focuses on the digital media and digital commerce technology sectors.  Gersh typically invests in several start-ups a year.  Companies he has invested in include IndiegogoChangoFuze NetworkTynt33Across, NearBuy Systems and others.

Gersh is a member of the New York State Bar AssociationAmerican Intellectual Property Law Association and a former trustee of the University of New Hampshire School of Law, a recognized leader in intellectual property education.

He holds a BA in Political Science and English from San Diego State University and a JD and MA in Intellectual Property Law from the University of New Hampshire School of Law.

VC Firm:

Managing Partner at Metamorphic Ventures, LLC (Founded in 2006)
Managing Partner at Unadilla Ventures, LLC (Founded in 2002)


Mobile, Mobile Commerce, Payments, Transaction Processing, Advertising, Digital Media, Retail Technology and Social Media.

Selected Investments:


IndustryBrains sold to Marchex for $35 million
Tranvia sold to Comdata for $10 million
FetchBack sold to GSI Commerce for $40 million
ThinkNear sold to Telenav for $23M


Indiegogo, 33across, Encoding.com, NearBuySystems, Precision Health Media, Fuze NetworkChango

Expertise Areas:

Startups, Venture Capital, Entrepreneurship, Corporate Development, Mergers, Private Equity, Angel Investing.

Blogs, Twitter & Websites:

Metamorphic Ventures Website

Memorable Quotes:

On what he considers a key attribute of entrepreneurs:  “I think an entrepreneur’s greatest asset is also their greatest liability: the enthusiasm to will things into being, which drives the venture forward, but also attracts opportunistic distractions.”

On the velocity of obsolescence:  “The venture must continually innovate upon their initial innovations to stay ahead of the incessant waves of obsolescence approaching from all sides.”

On the philosophy of Metamorphic Ventures:  “Our investment strategy is greatly focused on the belief that the primary revenue source on the Web to date, technology-driven advertising, is experiencing a long overdue shift closer towards e-commerce, and likewise, we believe that e-commerce is experiencing a long overdue shift towards advertising.”

On over-capitalized businesses:  “You can try to make a company capital efficient, which is operationally difficult enough, but you can’t make a cap table capital efficient.”

On investing in the music industry:  “Consumers are fickle.  The industry shows hesitancy to adopt something new, and consumers show a willingness to adopt it, but change their minds.”

On looking for the right founders to back:  “Some people can sell ice to Eskimos.  We want someone who can sell ethnic isolation and poverty to them in a meeting.”

About the author: Jennifer Mottola

Jennifer recently received her MFA in creative writing from Manhattanville College, where she was fiction editor of the school’s literary journal, Inkwell.  She is currently a copy-editing intern for AlleyWatch.

You are seconds away from signing up for the hottest list in New York Tech!

Join the millions and keep up with the stories shaping entrepreneurship. Sign up today.