How Cherub Connects Investors and Founders for Better Angel Outcomes episode artwork

EPISODE · Feb 19, 2026 · 27 MIN

How Cherub Connects Investors and Founders for Better Angel Outcomes

from The Angel Next Door · host Marcia Dawood, Jaclyn Johnson

What drives someone to make their very first investment in a company that becomes a unicorn, and how can others follow suit? In this episode, host Marcia Dawood sits down with Jaclyn Johnson—serial entrepreneur, angel investor, and founder of Cherub—to unpack her journey from building and selling companies to becoming a prolific dealmaker and innovator in the fundraising space.Jaclyn Johnson shares her candid story, beginning with her initial leap into angel investing and continuing through her experience with high-profile exits and the founding of Cherub. The conversation also explores the challenges founders face today in fundraising, why many potential angels remain on the sidelines, and how Cherub is transforming access and simplicity for both founders and investors.This episode is a must-listen if you want to learn how successful angels think, discover what’s changing in startup investing, or get inspired to start your own journey as an investor or founder. It’s packed with practical wisdom and fresh perspectives on how to build a more inclusive and impactful entrepreneurial ecosystem. To get the latest from Jaclyn Johnson, you can follow her below!Jaclyn's LinkedinInvest with CherubCreate and Cultivate Sign up for Marcia's newsletter to receive tips and the latest on Angel Investing!Website: www.marciadawood.comDo Good While Doing WellLearn more about the documentary Show Her the Money: www.showherthemoneymovie.comAnd don't forget to follow us wherever you are!Apple Podcasts: https://pod.link/1586445642.appleSpotify: https://pod.link/1586445642.spotifyLinkedIn: https://www.linkedin.com/company/angel-next-door-podcast/Instagram: https://www.instagram.com/theangelnextdoorpodcast/Pinterest: https://www.pinterest.com/theangelnextdoorpodcast/TikTok: https://www.tiktok.com/@marciadawood

What drives someone to make their very first investment in a company that becomes a unicorn, and how can others follow suit? In this episode, host Marcia Dawood sits down with Jaclyn Johnson—serial entrepreneur, angel investor, and founder of Cherub—to unpack her journey from building and selling companies to becoming a prolific dealmaker and innovator in the fundraising space. Jaclyn Johnson shares her candid story, beginning with her initial leap into angel investing and continuing through her experience with high-profile exits and the founding of Cherub. The conversation also explores the challenges founders face today in fundraising, why many potential angels remain on the sidelines, and how Cherub is transforming access and simplicity for both founders and investors. This episode is a must-listen if you want to learn how successful angels think, discover what’s changing in startup investing, or get inspired to start your own journey as an investor or founder. It’s packed with practical wisdom and fresh perspectives on how to build a more inclusive and impactful entrepreneurial ecosystem.

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How Cherub Connects Investors and Founders for Better Angel Outcomes

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This episode was published on February 19, 2026.

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What drives someone to make their very first investment in a company that becomes a unicorn, and how can others follow suit? In this episode, host Marcia Dawood sits down with Jaclyn Johnson—serial entrepreneur, angel investor, and founder of...

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