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Startups Decoded
Andy Walsh
49 episodes
3 days ago
Women, BIPOC, and LGBTQIA+ founders still get boxed out of capital, but Katie Dunn has built her angel investing thesis to do the opposite, and she’s doing it with actual reps (29 investments) and serious financial scar tissue (25+ years in banking with $10B financed).Subscribe nowIn this episode, Katie breaks down what early-stage angels really look for when they say they’re “betting on the founder”, why most cold outreach fails (hint: nobody reads the investor’s thesis), and how underrepresented founders can cut through the noise with clarity, credibility, and a simple story that lands.We also get into the underrated part: investor relationships. Katie explains why your first investors should be your easiest next-round capital, why founders go dark when things get hard (and how that backfires), and how angels often deliver more value than VCs because they actually have time, context, and intent to help.If you’re raising pre-seed/seed, building community, or trying to stop fundraising from eating your soul, this one’s a practical reset.Chapters00:00 Introduction to Angel Investing04:18 Katie’s Journey in Finance06:55 The Importance of Diversity in Funding10:04 The Role of Immigrants in Startups12:43 Building Community and Networks15:30 The Value of Collaboration18:23 The Role of Angels vs. VCs21:07 The Importance of Communication23:45 Finding the Right Investors26:45 Using Technology to Connect29:32 Assessing Founders and Their Pitches32:20 The Art of the Pitch Deck35:01 Final Thoughts and ResourcesKatie DunnAn experienced angel investor, board director, and startup advisor investing in underrepresented U.S. founders at the pre-seed and seed stages, primarily in CPG and technology. Through Masthead Strategies, she’s helped founders raise over $30M by combining investor psychology, storytelling, and AI-powered tools.Her portfolio includes Outcast Brands (Blood Monkey Gin, Two Shores Rum), Another Tomorrow, Juliet Wine, WTHN, Forecastr, and Goodword. Katie also serves on the boards of Outcast Brands and the Enthuse Foundation, and advises Fierce Foundry, a femtech venture studio.Who Should ListenFounders preparing to raise pre-seed or seed capitalUnderrepresented founders seeking tactical fundraising adviceAngels or new investors looking to sharpen their evaluation processAnyone who wants to understand how trust, clarity, and communication drive funding decisionsMusic Credit“Neptuno” – Phondupe (Album: Onykia)Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.comStartups Decoded is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.
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Entrepreneurship
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All content for Startups Decoded is the property of Andy Walsh and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
Women, BIPOC, and LGBTQIA+ founders still get boxed out of capital, but Katie Dunn has built her angel investing thesis to do the opposite, and she’s doing it with actual reps (29 investments) and serious financial scar tissue (25+ years in banking with $10B financed).Subscribe nowIn this episode, Katie breaks down what early-stage angels really look for when they say they’re “betting on the founder”, why most cold outreach fails (hint: nobody reads the investor’s thesis), and how underrepresented founders can cut through the noise with clarity, credibility, and a simple story that lands.We also get into the underrated part: investor relationships. Katie explains why your first investors should be your easiest next-round capital, why founders go dark when things get hard (and how that backfires), and how angels often deliver more value than VCs because they actually have time, context, and intent to help.If you’re raising pre-seed/seed, building community, or trying to stop fundraising from eating your soul, this one’s a practical reset.Chapters00:00 Introduction to Angel Investing04:18 Katie’s Journey in Finance06:55 The Importance of Diversity in Funding10:04 The Role of Immigrants in Startups12:43 Building Community and Networks15:30 The Value of Collaboration18:23 The Role of Angels vs. VCs21:07 The Importance of Communication23:45 Finding the Right Investors26:45 Using Technology to Connect29:32 Assessing Founders and Their Pitches32:20 The Art of the Pitch Deck35:01 Final Thoughts and ResourcesKatie DunnAn experienced angel investor, board director, and startup advisor investing in underrepresented U.S. founders at the pre-seed and seed stages, primarily in CPG and technology. Through Masthead Strategies, she’s helped founders raise over $30M by combining investor psychology, storytelling, and AI-powered tools.Her portfolio includes Outcast Brands (Blood Monkey Gin, Two Shores Rum), Another Tomorrow, Juliet Wine, WTHN, Forecastr, and Goodword. Katie also serves on the boards of Outcast Brands and the Enthuse Foundation, and advises Fierce Foundry, a femtech venture studio.Who Should ListenFounders preparing to raise pre-seed or seed capitalUnderrepresented founders seeking tactical fundraising adviceAngels or new investors looking to sharpen their evaluation processAnyone who wants to understand how trust, clarity, and communication drive funding decisionsMusic Credit“Neptuno” – Phondupe (Album: Onykia)Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.comStartups Decoded is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.
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Entrepreneurship
Business
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S2E12: There Is No Perfect Pitch Deck - What You Actually Need, with Robert Harary, CEO and VC - Decko
Startups Decoded
48 minutes
1 month ago
S2E12: There Is No Perfect Pitch Deck - What You Actually Need, with Robert Harary, CEO and VC - Decko
Robert Harary found his first venture deal while in high school detention, and hasn’t looked back since. Today, he sits at the center of the venture ecosystem as both an investor and founder, with a decade-plus obsession for making access to capital more transparent, efficient, and equitable.Robert is the #2 at Evolution VC Partners, where he’s been part of 300+ Culture Tech investments. He runs Timeless Ventures as GP, and has investments in companies like Colossal, Figure AI, and Sindarin. On the founder side, he co-founded DECKO (helping 300+ startups and funds raise $1.2B+) and Raisi (bringing founders in front of 2,000+ investors monthly).Startups Decoded is brought to you by Decko. Contact Decko and use the code word "Decoded" for 20% off. HQ@GetDECKO.comIn this conversation, we break down:Why access to capital, not ideas, is the biggest bottleneck for foundersHow Robert evaluates moonshots (and why he backed OpenAI early)Lessons learned from co-founding DECKO and WeraiseWhere the venture ecosystem is failing—and what needs to changeHis belief that democratizing capital will unlock the next wave of transformative companiesChapters00:00 The Utopian World of Fundraising06:40 The Evolution of Pitch Decks13:16 Crafting the Perfect Pitch Deck20:12 Understanding Investor Psychology21:59 Cold Outreach and Investor Engagement23:50 The Three Pillars of Startup Success26:08 Effective Cold Email Strategies28:29 The Art of Storytelling in Fundraising32:40 Investor Marketing as a Relationship Game39:14 Building Long-Term Investor RelationshipsGuest BioRobert Harary is an investor, founder, and venture capitalist obsessed with making capital access more equitable. He is a GP at Timeless Ventures, #2 at Evolution VC Partners (300+ Culture Tech investments), and an angel investor in moonshots, including OpenAI and Colossal. He has co-founded DECKO and Weraise, platforms that have helped 300+ startups and funds raise $1.2B+ from Sequoia, a16z, Accel, YC, and others.Who Should ListenFounders frustrated by investor access or gatekeepingInvestors curious about democratized deal flowOperators interested in the “deck science” behind successful fundraisingAnyone tracking moonshot bets reshaping the futureMusic Credit“Neptuno” – Phondupe (Album: Onykia)Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.com 
Startups Decoded
Women, BIPOC, and LGBTQIA+ founders still get boxed out of capital, but Katie Dunn has built her angel investing thesis to do the opposite, and she’s doing it with actual reps (29 investments) and serious financial scar tissue (25+ years in banking with $10B financed).Subscribe nowIn this episode, Katie breaks down what early-stage angels really look for when they say they’re “betting on the founder”, why most cold outreach fails (hint: nobody reads the investor’s thesis), and how underrepresented founders can cut through the noise with clarity, credibility, and a simple story that lands.We also get into the underrated part: investor relationships. Katie explains why your first investors should be your easiest next-round capital, why founders go dark when things get hard (and how that backfires), and how angels often deliver more value than VCs because they actually have time, context, and intent to help.If you’re raising pre-seed/seed, building community, or trying to stop fundraising from eating your soul, this one’s a practical reset.Chapters00:00 Introduction to Angel Investing04:18 Katie’s Journey in Finance06:55 The Importance of Diversity in Funding10:04 The Role of Immigrants in Startups12:43 Building Community and Networks15:30 The Value of Collaboration18:23 The Role of Angels vs. VCs21:07 The Importance of Communication23:45 Finding the Right Investors26:45 Using Technology to Connect29:32 Assessing Founders and Their Pitches32:20 The Art of the Pitch Deck35:01 Final Thoughts and ResourcesKatie DunnAn experienced angel investor, board director, and startup advisor investing in underrepresented U.S. founders at the pre-seed and seed stages, primarily in CPG and technology. Through Masthead Strategies, she’s helped founders raise over $30M by combining investor psychology, storytelling, and AI-powered tools.Her portfolio includes Outcast Brands (Blood Monkey Gin, Two Shores Rum), Another Tomorrow, Juliet Wine, WTHN, Forecastr, and Goodword. Katie also serves on the boards of Outcast Brands and the Enthuse Foundation, and advises Fierce Foundry, a femtech venture studio.Who Should ListenFounders preparing to raise pre-seed or seed capitalUnderrepresented founders seeking tactical fundraising adviceAngels or new investors looking to sharpen their evaluation processAnyone who wants to understand how trust, clarity, and communication drive funding decisionsMusic Credit“Neptuno” – Phondupe (Album: Onykia)Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.comStartups Decoded is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.