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PASADENA, Calif. - Californer -- TCA Venture Group (TCA VG) today announced that Pasadena Angels (now part of TCA Venture Group), have the opportunity to realize a 44x return on their original investment in ParentSquare through an optional buyout.
ParentSquare provides an engagement platform for school-to-home communications for K-12 education, and is used by millions of parents in thousands of districts across the country. The company provides collaboration and translation tools in a unified interface, so that schools and families can safeguard student success.
"One compelling aspect about investing in ParentSquare wasn't that they were inventing a new market," said Patrick Holmes, Pasadena Angel member and ParentSquare initial deal lead. "Rather, they were looking to be an add-on to all major school information systems."
Dave de Csepel, TCA VG chairman and initial investor in ParentSquare agreed, adding, "ParentSquare had the proverbial 'four legs to make a stable seat' that investors look for: a solid team, a product differentiator; they were in a niche business that needed improvement a.k.a. disruption; and they were seeking funds at the right time."
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Pasadena Angels made the original investment in the education platform in 2016, with follow-on investments in 2017, 2018, and 2020. In June 2025, major shareholder of ParentSquare, private equity firm Serent Capital, offered an internal purchase to the original investors to sell their shares in ParentSquare. The result netted a 44x return from the initial investment.
De Csepel continued, "We aren't that different from entrepreneurs; in fact, most of our members have been entrepreneurs at one stage. TCA VG is unique in that we work together and follow that 'four-legged stool' policy, too. We have a strong team, a strong board, we ask the right questions from the wealth of knowledge within our network – we sit side by side with some of the smartest lawyers, accountants, engineers, and many other various professions within our membership – and that differentiates TCA VG from other investment groups, leading to successful outcomes."
To learn more about membership or apply for funding with TCA VG, visit www.tcaventuregroup.com.
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About TCA Venture Group
Founded as Tech Coast Angels in 1997, TCA Venture Group (TCA VG) has invested approximately $300 million in more than 560 companies, attracting an additional $2.2 billion in capital. Since 2019, TCA VG has averaged $15 million in investment per year, and the return on all outcomes since the organization's inception has been 5.5x and IRR of 22.3%. TCA VG is a key seed and early-stage funding source, with about 300 accredited investors in six member networks: TCA-Los Angeles, TCA-Orange County, TCA-Inland Empire, TCA Southeast, Pasadena Angels, and Pegasus Angel Accelerator. TCA VG members, including founders and business leaders, deliver more than capital — providing early stage companies with counsel, mentorship, and access to extensive networks. www.tcaventuregroup.com.
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ParentSquare provides an engagement platform for school-to-home communications for K-12 education, and is used by millions of parents in thousands of districts across the country. The company provides collaboration and translation tools in a unified interface, so that schools and families can safeguard student success.
"One compelling aspect about investing in ParentSquare wasn't that they were inventing a new market," said Patrick Holmes, Pasadena Angel member and ParentSquare initial deal lead. "Rather, they were looking to be an add-on to all major school information systems."
Dave de Csepel, TCA VG chairman and initial investor in ParentSquare agreed, adding, "ParentSquare had the proverbial 'four legs to make a stable seat' that investors look for: a solid team, a product differentiator; they were in a niche business that needed improvement a.k.a. disruption; and they were seeking funds at the right time."
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Pasadena Angels made the original investment in the education platform in 2016, with follow-on investments in 2017, 2018, and 2020. In June 2025, major shareholder of ParentSquare, private equity firm Serent Capital, offered an internal purchase to the original investors to sell their shares in ParentSquare. The result netted a 44x return from the initial investment.
De Csepel continued, "We aren't that different from entrepreneurs; in fact, most of our members have been entrepreneurs at one stage. TCA VG is unique in that we work together and follow that 'four-legged stool' policy, too. We have a strong team, a strong board, we ask the right questions from the wealth of knowledge within our network – we sit side by side with some of the smartest lawyers, accountants, engineers, and many other various professions within our membership – and that differentiates TCA VG from other investment groups, leading to successful outcomes."
To learn more about membership or apply for funding with TCA VG, visit www.tcaventuregroup.com.
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About TCA Venture Group
Founded as Tech Coast Angels in 1997, TCA Venture Group (TCA VG) has invested approximately $300 million in more than 560 companies, attracting an additional $2.2 billion in capital. Since 2019, TCA VG has averaged $15 million in investment per year, and the return on all outcomes since the organization's inception has been 5.5x and IRR of 22.3%. TCA VG is a key seed and early-stage funding source, with about 300 accredited investors in six member networks: TCA-Los Angeles, TCA-Orange County, TCA-Inland Empire, TCA Southeast, Pasadena Angels, and Pegasus Angel Accelerator. TCA VG members, including founders and business leaders, deliver more than capital — providing early stage companies with counsel, mentorship, and access to extensive networks. www.tcaventuregroup.com.
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Source: TCA Venture Group
Filed Under: Business
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