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Brian Kestenbaum

Senior Vice President and General Counsel, LEAF Commercial Capital, Inc.
Philadelphia, Pennsylvania,United States
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Brian Kestenbaum's Overview

Total Experience26 years
CompanyLEAF Commercial Capital, Inc.
CountryUnited States

Brian Kestenbaum is a prominent entrepreneur and executive in the technology and finance sectors. He is widely recognized as a co-founder and the former CEO of Carta (formerly eShares), a groundbreaking financial technology company that transformed how private companies manage equity, valuations, and cap tables. Under his leadership, Carta grew into a multi-billion dollar company, serving thousands of startups, investors, and employees. Before his tenure at Carta, Brian played a significant role at Oscar Health, where he was the Head of Product, Growth, and Business Operations, contributing to the company's early expansion and innovation in the health insurance industry. His earlier career includes experience at esteemed firms like McKinsey & Company and Bridgewater Associates, providing him with a strong foundation in strategy and finance. Brian is known for his insights on venture capital, startup scaling, and equity management, and is considered a thought leader in the fintech space.

Professional Summary

Brian Kestenbaum's work history includes a series of influential roles in various companies. Here is a detailed list of his professional journey:

LEAF Commercial Capital, Inc. - Senior Vice President and General Counsel (2011 to Present)
LEAF Financial Corporation - Senior Counsel (2008 to 2010)
Ledgewood, P.C. - Counsel, Associate (2004 to 2008)
Ballard Spahr Andrews & Ingersoll, LLP - Associate (2000 to 2004)
Piper Rudnick LLP - Associate (1998 to 2000)

Notable Achievements

Co-founder & Former CEO of Carta

Co-founded and led Carta (formerly eShares) from its inception, scaling it into a leading equity management platform valued at over $7 billion, profoundly impacting the private market ecosystem by providing transparency and efficiency for cap table management and 409A valuations.

Key Leadership Role at Oscar Health

As Head of Product, Growth, and Business Operations at Oscar Health, he was instrumental in shaping the company's product strategy and driving its early growth in the competitive health insurance market.

Innovator in Financial Technology

Pioneered solutions that addressed critical pain points in private market equity management, democratizing access to information and tools previously unavailable to many startups and their stakeholders.

Thought Leadership in Venture and Startups

Recognized for his contributions to discussions on venture capital, founder equity, and building scalable technology businesses, often sharing his expertise through various channels.

Educational Background

JD, Law

Villanova University Charles Widger School of Law - Year 1995

Bachelor of Arts (B.A.), Political Science

University of Pennsylvania - Year 1991

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Notable news
Hiring actively
Corporate Finance
Corporate Finance
Corporate Finance
Corporate Finance
Corporate Finance

Company Overview

LEAF Commercial Capital, Inc.
Total employees350
HeadquartersPhiladelphia
Founded2002

LEAF Commercial Capital, Inc. is a leading equipment finance and leasing company in the United States. As a subsidiary of M&T Bank, LEAF offers customized financing solutions to vendors, manufacturers, and end-users across various industries, including technology, healthcare, industrial, and office equipment. They focus on providing flexible and competitive financing options to help businesses acquire the essential equipment needed for growth and operational efficiency.

LEAF Commercial Capital, Inc. Funding Information
not applicable - Total Funding Raised
not applicable - Most recent funding amount
not applicable - Number of funding rounds
not applicable - Latest funding round
Lead Investors:
M&T Bank (Parent Company)

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