345. Using Business Profits to Angel Invest: The $10K Bet That Returned $1.2M (+ Jaclyn Johnson’s Portfolio Walk-Through) episode artwork

EPISODE · Jun 22, 2026 · 19 MIN

345. Using Business Profits to Angel Invest: The $10K Bet That Returned $1.2M (+ Jaclyn Johnson’s Portfolio Walk-Through)

from Cubicle to CEO · host Ellen Yin

This is a free preview of a paid episode (43 min), exclusively available on our subscriber-only premium feed. Become a premium subscriber to tune into the full episode: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://cubicletoceo.co/podcast⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Questions about our premium podcast subscription? Send us a DM ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@cubicletoceo Continuing our series on “Revenue → Returns (How My Money Makes Me Money),” today we’re giving you the detailed low-down on angel investments as a money multiplier. Returning to our show to transparently dissect her own angel portfolio is Jaclyn Johnson. Jaclyn is a 2X exited entrepreneur (selling her previous companies for over $23M) and prolific angel investor creating real impact for underrepresented founders through both financial and relationship capital. She's the founder of Create & Cultivate, the largest media and events company for ambitious women, the current CEO and co-founder of Cherub, a platform connecting entrepreneurs and angel investors, and runs Receipts VC, her umbrella for 20+ portfolio investments spanning beauty to tech. Jaclyn walks us through her investing thesis and recent deals, what she looks for before writing a check, how much of her business profits she allocates annually toward angel investments, and her early-stage investment in luggage company Away that turned a $10K bet into $1.2 million. Listen to our last episode with Jaclyn: https://open.spotify.com/episode/76d1DtICFUJagqWxExM5fq?si=s9UTTRWnTvK1-bjt64Ez5A Connect with Jaclyn: Apply to attend Cherub's Creator Summit: https://creatorsummit.investwithcherub.com/ ⁠Take a look at Jaclyn’s private room: https://receiptsvc.investwithcherub.com/#/join  www.receiptsvc.com www.createcultivate.com  www.investwithcherub.com IG: @jaclynrjohnson If you enjoyed today's episode, please: Post a screenshot & key takeaway on your IG story and tag us ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@cubicletoceo⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ so we can repost you. ⁠⁠⁠Subscribe to ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠our premium feed⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ for case-study style interviews every Monday.⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Learn more about your ad choices. Visit megaphone.fm/adchoices

This is a free preview of a paid episode (43 min), exclusively available on our subscriber-only premium feed. Become a premium subscriber to tune into the full episode: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://cubicletoceo.co/podcast⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Questions about our premium podcast subscription? Send us a DM ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@cubicletoceo Continuing our series on “Revenue → Returns (How My Money Makes Me Money),” today we’re giving you the detailed low-down on angel investments as a money multiplier. Returning to our show to transparently dissect her own angel portfolio is Jaclyn Johnson. Jaclyn is a 2X exited entrepreneur (selling her previous companies for over $23M) and prolific angel investor creating real impact for underrepresented founders through both financial and relationship capital. She's the founder of Create & Cultivate, the largest media and events company for ambitious women, the current CEO and co-founder of Cherub, a platform connecting entrepreneurs and angel investors, and runs Receipts VC, her umbrella for 20+ portfolio investments spanning beauty to tech. Jaclyn walks us through her investing thesis and recent deals, what she looks for before writing a check, how much of her business profits she allocates annually toward angel investments, and her early-stage investment in luggage company Away that turned a $10K bet into $1.2 million. Listen to our last episode with Jaclyn: https://open.spotify.com/episode/76d1DtICFUJagqWxExM5fq?si=s9UTTRWnTvK1-bjt64Ez5A Connect with Jaclyn: Apply to attend Cherub's Creator Summit: https://creatorsummit.investwithcherub.com/ ⁠Take a look at Jaclyn’s private room: https://receiptsvc.investwithcherub.com/#/join  www.receiptsvc.com www.createcultivate.com  www.investwithcherub.com IG: @jaclynrjohnson If you enjoyed today's episode, please: Post a screenshot & key takeaway on your IG story and tag us ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@cubicletoceo⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ so we can repost you. ⁠⁠⁠Subscribe to ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠our premium feed⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ for case-study style interviews every Monday.⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Learn more about your ad choices. Visit megaphone.fm/adchoices

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345. Using Business Profits to Angel Invest: The $10K Bet That Returned $1.2M (+ Jaclyn Johnson’s Portfolio Walk-Through)

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This episode was published on June 22, 2026.

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