Jaclyn Johnson is a powerhouse entrepreneur, investor, and advocate for women in business.By 35, she had already launched and sold two multimillion-dollar companies, including Create & Cultivate, a first-of-its-kind platform for female entrepreneurs that scaled to eight-figure revenue and partnered with Fortune 500 brands like Amazon, Mastercard, and Microsoft.Now, she’s back with Cherub, a double-sided marketplace designed to bridge the gap between underrepresented founders and democratizing access to category-defining companies. As both an angel investor and advisor, Jaclyn has backed businesses like Away, Live Tinted, and Chillhouse, bringing hard-won experience from her own journey into the founder–funding relationship.Subscribe nowIn this conversation, we break down:Jaclyn’s origin story: why she built CherubHow she approaches angel investing and the lessons she’s learnedWhat makes a great angel pitch (and what doesn’t)The realities of being an accredited investorWhy representation in funding isn’t just moral, it’s market-changingChapters00:00 The Importance of Angel Investments02:49 Jaclyn’s Journey as a Founder and Investor05:41 Understanding Angel Investors vs. Venture Capitalists08:28 The Role of Angel Advisors11:23 Building Relationships with Angels14:15 The Power of Brand Fame17:25 Cherub’s Mission and Deal Flow20:07 Educating Angels and Standardizing Investments23:13 Creating Effective Fundraising Pages26:12 The Role of Analytics in Fundraising29:04 Onboarding Founders to Cherub32:01 Connecting with Angels: Best Practices35:03 Diversifying the Investment Landscape37:58 The Future of Angel Investing40:35 Special Offers for Founders on CherubGuest BioJaclyn Johnson is the founder of Cherub and creator of Create & Cultivate, which she scaled to an eight-figure exit while reshaping how brands and communities support female entrepreneurs. Named a Forbes 30 Under 30 and an Adweek Disruptor, Jaclyn is an angel investor and advisor to companies including Away, Live Tinted, and Chillhouse. She’s dedicated to making capital and community more accessible for underrepresented founders while equipping the next generation of women entrepreneurs to scale.Who Should ListenFounders raising their first angel roundEntrepreneurs seeking representation and resourcesPeople curious about Angel Investing and how to get startedOperators looking to understand the angel landscapeMusic Credit“Neptuno” – Phondupe (Album: Onykia)Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.com
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Jaclyn Johnson is a powerhouse entrepreneur, investor, and advocate for women in business.By 35, she had already launched and sold two multimillion-dollar companies, including Create & Cultivate, a first-of-its-kind platform for female entrepreneurs that scaled to eight-figure revenue and partnered with Fortune 500 brands like Amazon, Mastercard, and Microsoft.Now, she’s back with Cherub, a double-sided marketplace designed to bridge the gap between underrepresented founders and democratizing access to category-defining companies. As both an angel investor and advisor, Jaclyn has backed businesses like Away, Live Tinted, and Chillhouse, bringing hard-won experience from her own journey into the founder–funding relationship.Subscribe nowIn this conversation, we break down:Jaclyn’s origin story: why she built CherubHow she approaches angel investing and the lessons she’s learnedWhat makes a great angel pitch (and what doesn’t)The realities of being an accredited investorWhy representation in funding isn’t just moral, it’s market-changingChapters00:00 The Importance of Angel Investments02:49 Jaclyn’s Journey as a Founder and Investor05:41 Understanding Angel Investors vs. Venture Capitalists08:28 The Role of Angel Advisors11:23 Building Relationships with Angels14:15 The Power of Brand Fame17:25 Cherub’s Mission and Deal Flow20:07 Educating Angels and Standardizing Investments23:13 Creating Effective Fundraising Pages26:12 The Role of Analytics in Fundraising29:04 Onboarding Founders to Cherub32:01 Connecting with Angels: Best Practices35:03 Diversifying the Investment Landscape37:58 The Future of Angel Investing40:35 Special Offers for Founders on CherubGuest BioJaclyn Johnson is the founder of Cherub and creator of Create & Cultivate, which she scaled to an eight-figure exit while reshaping how brands and communities support female entrepreneurs. Named a Forbes 30 Under 30 and an Adweek Disruptor, Jaclyn is an angel investor and advisor to companies including Away, Live Tinted, and Chillhouse. She’s dedicated to making capital and community more accessible for underrepresented founders while equipping the next generation of women entrepreneurs to scale.Who Should ListenFounders raising their first angel roundEntrepreneurs seeking representation and resourcesPeople curious about Angel Investing and how to get startedOperators looking to understand the angel landscapeMusic Credit“Neptuno” – Phondupe (Album: Onykia)Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.com
S2E7: Boards That Raise, How to Turn Advisors into Capital (with Breen Sullivan)
Startups Decoded
44 minutes
1 week ago
S2E7: Boards That Raise, How to Turn Advisors into Capital (with Breen Sullivan)
What if founders could get the right advisor, investor, or board talent exactly when they need it, before they even ask?In this episode, Breen Sullivan (Founder & CEO, The Fourth Effect; longtime startup GC and board leader) lays out how AI is changing founder access: surfacing who you need and when, structuring “fit-for-purpose” advisory and board relationships, and turning connections into outcomes.We unpack why traditional networks leave too many founders behind, how to make boards growth drivers (not just governance), and how smarter, dynamic advisory models can lift retention, capital access, and founder resilience.Chapters00:00 Introduction to Boards and Advisories02:49 The Role of Community in Startups05:33 Understanding Advisory Boards08:12 The Impact of AI on Advisory Boards11:05 Fit for Purpose: Dynamic Advisory Relationships14:03 Navigating Advisor Roles and Responsibilities16:27 The Importance of Early Advisory Engagement19:32 Leveraging Advisors for Fundraising22:15 The Fourth Effect Platform Overview24:58 Connecting Founders with Advisors27:42 The Future of Advisory Boards and Capital RaisingBreen SullivanBreen Sullivan is Founder & CEO of The Fourth Effect and a seasoned startup executive, board member, and former General Counsel across high-growth companies. She focuses on building inclusive, ROI-driven boards and advisory networks that strengthen execution, fundraising, and leadership. She’s a leading voice on board diversity, founder access, and equitable innovation.The Fourth EffectWho Should ListenFounders building advisory benches and early boardsOperators/execs considering advisor or independent director rolesAngels and VCs exploring advisor-investor modelsBuilders designing AI-assisted founder support workflowsMusic Credit“Neptuno” – Phondupe (Album: Onykia)Access All AreasListen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.com
Startups Decoded
Jaclyn Johnson is a powerhouse entrepreneur, investor, and advocate for women in business.By 35, she had already launched and sold two multimillion-dollar companies, including Create & Cultivate, a first-of-its-kind platform for female entrepreneurs that scaled to eight-figure revenue and partnered with Fortune 500 brands like Amazon, Mastercard, and Microsoft.Now, she’s back with Cherub, a double-sided marketplace designed to bridge the gap between underrepresented founders and democratizing access to category-defining companies. As both an angel investor and advisor, Jaclyn has backed businesses like Away, Live Tinted, and Chillhouse, bringing hard-won experience from her own journey into the founder–funding relationship.Subscribe nowIn this conversation, we break down:Jaclyn’s origin story: why she built CherubHow she approaches angel investing and the lessons she’s learnedWhat makes a great angel pitch (and what doesn’t)The realities of being an accredited investorWhy representation in funding isn’t just moral, it’s market-changingChapters00:00 The Importance of Angel Investments02:49 Jaclyn’s Journey as a Founder and Investor05:41 Understanding Angel Investors vs. Venture Capitalists08:28 The Role of Angel Advisors11:23 Building Relationships with Angels14:15 The Power of Brand Fame17:25 Cherub’s Mission and Deal Flow20:07 Educating Angels and Standardizing Investments23:13 Creating Effective Fundraising Pages26:12 The Role of Analytics in Fundraising29:04 Onboarding Founders to Cherub32:01 Connecting with Angels: Best Practices35:03 Diversifying the Investment Landscape37:58 The Future of Angel Investing40:35 Special Offers for Founders on CherubGuest BioJaclyn Johnson is the founder of Cherub and creator of Create & Cultivate, which she scaled to an eight-figure exit while reshaping how brands and communities support female entrepreneurs. Named a Forbes 30 Under 30 and an Adweek Disruptor, Jaclyn is an angel investor and advisor to companies including Away, Live Tinted, and Chillhouse. She’s dedicated to making capital and community more accessible for underrepresented founders while equipping the next generation of women entrepreneurs to scale.Who Should ListenFounders raising their first angel roundEntrepreneurs seeking representation and resourcesPeople curious about Angel Investing and how to get startedOperators looking to understand the angel landscapeMusic Credit“Neptuno” – Phondupe (Album: Onykia)Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.com
