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Jennifer Carolan
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Jennifer Carolan
@jencarolan
co-founder Reach Capital (@reachfund), former history teacher, mom to 3 awesome kids, partner to @shawnvc, Chicagoland native & Bay Area resident for 25+yrs
San Francisco
reachcapital.com
Joined March 2009
4,099
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  • user avatar
    Jennifer Carolan
    @jencarolan
    Jun 24, 2020
    Does it seem odd that some of the loudest voices in Silicon Valley declaring the future of education is all about homeschooling are young men without children? 🤷🏼‍♀️🤔
  • user avatar
    Jennifer Carolan
    @jencarolan
    May 14, 2019
    I’ve been meeting a lot of MBA’s lately who believe venture capital is a glamorous job. I’m afraid they would be disappointed if they shadowed me for a day. It’s a customer service job with a lot of email and you really have to love working with founders!
  • user avatar
    Jennifer Carolan
    @jencarolan
    Oct 4, 2019
    What is so humbling about venture capital is that when you make every initial investment, you 100% believe that startup will beat the odds and succeed. But most will not and you’re wrong the majority of the time. Keeping that optimism alive is so important
  • user avatar
    Jennifer Carolan
    @jencarolan
    Aug 11, 2019
    Is there a docusign for school forms? I spent my morning filling out 18 back-to-school forms for 3 kids. And forms are spread across Google, Canvas, PowerSchool, bespoke websites, emails, offline 😬 😬 would love a mobile, notification-enabled, school docusign with calendaring 🤷🏼‍♀️
  • user avatar
    Jennifer Carolan
    @jencarolan
    Nov 10, 2023
    Replying to @bsw5020 and @sabrevaya
    You practice gratitude so beautifully . This hangs just outside of my home office. ❤️
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    11K
  • user avatar
    Jennifer Carolan
    @jencarolan
    Feb 11, 2021
    We @reachfund are excited to launch Reach III today to back founders who are making exceptional learning opportunities accessible to all Launching Reach Capital III, $165M Early Stage Education Technology Fund | by Reach Capital | Feb, 2021 | Medium
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    Launching Reach Capital III, $165M Early Stage Education Technology Fund
    From medium.com
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    Jennifer Carolan
    @jencarolan
    Jul 3, 2025
    The 4 Traits of Successful Founders - Reach Capital
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    The 4 Traits of Successful Founders
    From reachcapital.com
    121K
  • user avatar
    Jennifer Carolan
    @jencarolan
    Nov 15, 2019
    Just spoke w a philanthropist vehemently against VC in education but was OK w his public market investment in Pearson— the largest provider of K12 textbooks before they sold it off bc couldn’t transition to digital If I’m GenX, can I still say OK Boomer? 🤷🏼‍♀️
  • user avatar
    Jennifer Carolan
    @jencarolan
    Jun 17, 2025
    Did a cursory analysis of our 75 AI founders. They are more likely to be immigrant (60%), have dropped out of their education (20%), and more likely to have been enrolled in a PhD program (26%).
    115K
  • user avatar
    Jennifer Carolan
    @jencarolan
    Dec 5, 2019
    This week in education: @duolingo raises at $1.5b valuation @Instructure taken private at $2b @EllucianInc prepped for $5b sale by TPG And it’s only Wednesday. + couple weeks ago, @GuildEducation valued at $1B+ Interesting times, & all based outside of SV (Pitts, SLC,VA,DV)
  • user avatar
    Jennifer Carolan
    @jencarolan
    Jul 26, 2019
    Not sure if this is just an edtech startup thing, but there seems to be an inverse correlation between Silicon Valley hype & actual performance. Some of the best edtech companies are beloved by their customers but unknown to SV tech scene— and are growing fast!
  • user avatar
    Jennifer Carolan
    @jencarolan
    Jun 5, 2020
    Blown away by the @Desmos Art Winners - selected from 4000+ entries from kids age 13-17 in 100 countries. Every line, curve, shade, created via an equation. See all winners here: edsurge.com/news/2020-06-0…
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  • user avatar
    Jennifer Carolan
    @jencarolan
    Jun 9, 2025
    Part of the solution to the teacher shortage, especially in high need areas like SPED and STEM, is casting a wider net and hiring from outside the US. It has worked well in other high skilled areas like nursing. —
    128K
  • user avatar
    Jennifer Carolan
    @jencarolan
    Jun 24, 2024
    Startups are inconceivably hard. So few break through to achieve meaningful scale. Yet, for a small subset of people, building something from nothing is the only work they want to do. And once they’ve had a taste, they can never go corporate or do anything but build again.
    12K

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