
DealMakers
Welcome to the DealMakers show, hosted by Alejandro Cremades. Alejandro is a serial entrepreneur, best-selling author, and cofounder at Panthera Advisors (M&A and fundraising advisory). On this podcast you will find weekly interviews with entrepreneurs that have been very successful at raising capital or getting their company acquired. You can learn more at https://alejandrocremades.com/
Latest episodes

Mar 19, 2023 • 35min
Jai Shekhawat On Selling His Business To SAP For $1 Billion And Now Advising Entrepreneurs To Achieve Their Own Success
Jai Shekhawat has built, funded, and sold companies. Now he’s investing in and advising other entrepreneurs on their own ventures. His startup, Fieldglass, has attracted funding from top-tier investors like Madison Dearborn Partners, SAP, HLM Venture Partners, and Grotech Ventures.
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Mar 17, 2023 • 40min
Sasha Orloff On Raising $1 Billion For Previous Companies And Now Creating The First Smart Accounting Software
Sasha Orloff built his first two companies at the same time. Now he’s helping other founders figure out the financial puzzle they face on the startup journey. His latest venture, Mission Lane, has raised funding from top-tier investors like Oaktree Capital Management, Gramercy Ventures, QED Investors, and Goldman Sachs.
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Mar 15, 2023 • 39min
Greg Marsh On Selling His First Startup For $250 Million And Raising Millions To Manage Your Household Bills
Greg Marsh previously founded and sold for $250 million OneFineStay. He is now the cofounder and CEO of Nous which is a software company that deals with household utilities. The company has raised millions from investors such as Mosaic Ventures.
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Mar 14, 2023 • 33min
Bruce Smith On Raising $288 Million To Create The Ultimate Home Gym Must-Have
Bruce Smith has gone from competitive rowing and coaching to leading a connected fitness startup that has raised $300M and is better for you than a Peloton bike. His venture, Hydrow, has attracted funding from top-tier investors like Constitution Capital Partners, Sandbridge Capital, Activant Capital, and Rx3 Growth Partners.
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Mar 13, 2023 • 31min
Caesar Sengupta On Leaving Google To Raise $90 Million To Give You Financial Superpowers
Caesar Sengupta left working at Google with seven other cofounders to create a digital family office and democratize financial services. His venture, Arta Finance, has attracted funding from top-tier investors like Coatue, Betsy Cohen, Sequoia Capital India, and Ribbit Capital.
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Mar 12, 2023 • 37min
Dr. Eric Whitaker On Raising $190 Million To Bring Healthcare To Underserved Populations
Dr. Eric Whitaker has gone from physician to private equity and is now a three-time startup founder. His latest venture, Zing Health, has attracted funding from top-tier investors like Town Hall Ventures, Leavitt Equity Partners, Newlight Partners, and Health2047.
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Mar 10, 2023 • 31min
Keith Teare On Building Two Billion Dollar Companies And Now Using AI To Change Venture Investing
Keith Teare has been one of the most influential founders behind today’s technology and startup ecosystem. Now he’s changing things again with his new AI-powered fintech that is changing the DNA of the venture capital space. The company, SignalRank, has acquired funding from top-tier investors like Candou Ventures, AltaIR Capital, Blake Grossman, and Charlie Jadallah.
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Mar 9, 2023 • 37min
Jim McKelvey On Co-Founding A $40 Billion Business And Now Raising $20 Million To Erase Paywalls
Jim McKelvey has now started close to a dozen different for-profit and nonprofit ventures, including Square. Now he’s tackling the problems we face on the internet every day, with the backing of Peter Theil as an investor. His venture has also attracted funding from other financiers like GGV Capital, Morgan Stanley, Vanguard Group, and Omega Venture Partners.
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Mar 8, 2023 • 34min
Ty Harris And Matt Wielbut On Raising $200 Million To Save Homeowners $100 Billion A Year
Ty Harris and Matt Wielbut came together around a shared problem to launch their own insurtech startup that has already raised $200M. The venture, Openly, has attracted funding from top-tier investors like MTech Capital, Gradient Ventures, Obvious Ventures, and Clocktower Technology Ventures.
The post Ty Harris And Matt Wielbut On Raising $200 Million To Save Homeowners $100 Billion A Year first appeared on Alejandro Cremades.
The post Ty Harris And Matt Wielbut On Raising $200 Million To Save Homeowners $100 Billion A Year appeared first on Alejandro Cremades.

Mar 7, 2023 • 36min
Christer Holloman On Raising $50 Million To Give You More Choices When Managing Your Finances
Christer Holloman has raised tens of millions of dollars for his fintech startup, including achieving 100% oversubscribed funding rounds. The venture, Divido, has attracted funding from top-tier investors like Silicon Valley Bank UK, Dawn Capital, SBI Investment, and ING Ventures.
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