Michael Lebow

Co-Founder & Partner, Headwaters Site Development
Truckee, California,United States
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Who Is Michael Lebow?

Total Experience23 years
CompanyHeadwaters Site Development
CountryUnited States

Michael Lebow is an accomplished operations executive and advisor with a strong track record of scaling high-growth technology companies. He is best known for his role as Chief Operating Officer (COO) at Kustomer, a CRM platform, where he was instrumental in the company's significant growth and its eventual acquisition by Meta (formerly Facebook) for a reported $1 billion. Prior to Kustomer, Michael served as the Head of Operations at Resy, a restaurant reservation and management software company, contributing significantly to its expansion and subsequent acquisition by American Express. He possesses deep expertise in go-to-market strategy, operational excellence, customer experience, and building and leading high-performing teams. Michael is currently active as an advisor and investor in the startup ecosystem, leveraging his experience to help other companies navigate growth challenges.

How Did Michael Lebow's Career Path Shape Their Journey?

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

Headwaters Site Development - Co-Founder & Partner(2022 to Present)
Stream Data Centers - SVP, Location Strategy & Acquisitions(2022 to Present)
Google - LATAM Regional Lead - Google Data Centers, Energy & Location Strategy(2019 to 2022)
Solar Roots - Volunteer(2014 to 2014)
Haas School of Business - MBA Candidate, Class of 2014(2012 to 2014)
SunEdison - Solar Leadership Program, Summer Associate(2013 to 2013)
Disgen Development Services - Project Development Manager(2009 to 2012)
PaySimple - Business Development Manager(2007 to 2008)
Lebow Furniture Co. - Assistant to the President(2003 to 2005)

What Are Michael Lebow's Key Achievements?

Led Kustomer to $1B Acquisition by Meta

As COO of Kustomer, played a pivotal leadership role in scaling the company's operations, strategy, and team, culminating in its successful acquisition by Meta Platforms, Inc. (formerly Facebook) in 2021.

Key Role in Resy's Growth and Acquisition by American Express

As Head of Operations at Resy, was instrumental in building out the operational framework that supported rapid market expansion and contributed to its acquisition by American Express in 2019.

Scaled Operations for High-Growth Tech Companies

Demonstrated repeated success in developing and implementing operational strategies that enabled significant scaling of revenue, customer base, and team size at both Kustomer and Resy.

Startup Advisor and Investor

Actively advises and invests in early to mid-stage startups, providing strategic guidance on operations, go-to-market, and scaling, drawing from extensive hands-on experience.

What's Michael Lebow's Educational Background?

Master of Business Administration (MBA), Renewable Energy

University of California, Berkeley - Walter A. Haas School of Business - Year 2012

BBA, Business- Organization & Management

Emory University - Goizueta Business School - Year 2002

Buying Intent Signals for Michael Lebow

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Company Overview

Headwaters Site Development
Total employees85
HeadquartersCharleston
Founded2016

Headwaters Site Development is a full-service site development contractor based in Charleston, South Carolina, with operations also in Bluffton, SC. They specialize in earthwork, underground utilities (storm drain, water, sewer), and concrete services including curb and gutter, and paving. The company serves commercial, residential, and public works projects, emphasizing quality, efficiency, and safety from initial land clearing and demolition to final site preparation.

Headwaters Site Development Funding Information
Unknown - Total Funding Raised
not applicable - Most recent funding amount
not applicable - Number of funding rounds
not applicable - Latest funding round
Lead Investors:
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