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Founder Unfriendly: What Investors Won't Tell You about Getting Funded - Hardcover

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by Charlie O'Donnell (Author)

A strategy guide for founders who want to understand--and influence--the behavior of venture capitalists and investors so they can get their companies funded

In Founder Unfriendly: A No-Nonsense Guide to How Investment Decisions Actually Get Made, veteran venture capitalist Charlie O'Donnell walks you through what actually happens after you leave a pitch meeting. Based on his own extensive, first-hand experience, O'Donnell provides a clear answer to the question of why so many "mediocre" startups get funded while young companies with brilliant concepts and people get passed over time and time again.

The book skips the endless clichés about "successful founder traits" and recycled startup wisdom and gets right to the heart of why real VCs in the real world fund real companies with real money. It also explains exactly why those same investors say no so often, as well as what it might take to move them from a no to an enthusiastic yes.

Inside the book:

  • Granular, specific advice that will transform your pitch deck from a liability into a game changing asset
  • Strategies to shape the conversations investors have after you leave the room as they decide whether to fund your venture
  • How to change your strategy based on the relative strength and momentum of the sectors you operate in

Perfect for first-time founders trying to get the lay of the VC land, Founder Unfriendly is also a must-read for seasoned entrepreneurs trying to hone their fundraising strategies. It's packed with proven and practical tools to help you build your company while capturing as much of the resulting value as possible.

Front Jacket

Founders with brilliant ideas and talented teams often watch in frustration as mediocre startups secure funding while they're repeatedly rejected. In Founder Unfriendly: What Investors Won't Tell You About Getting Funded, veteran venture capitalist Charlie O'Donnell pulls back the curtain on what really happens after pitch meetings end. Drawing on his extensive firsthand experience making investment decisions, O'Donnell reveals the actual factors that drive funding decisions and shows founders how to influence them.

The book dispenses with recycled startup wisdom and clich?s about founder traits, focusing instead on the real mechanics of venture capital decision-making. O'Donnell explains why investors say "No" so often and what it takes to move them to "Yes." Readers will discover how to transform their pitch decks from liabilities into powerful assets and learn strategies for shaping the critical conversations investors have after founders leave the room. The book also teaches founders how to adapt their approaches based on sector strength and momentum.

Founder Unfriendly provides granular, specific advice and practical tools that go beyond theory to deliver actionable guidance. O'Donnell's candid, insider perspective offers founders something rarely available: an honest look at how investors actually evaluate companies and deploy capital. By understanding the psychology and decision-making processes of investors, founders can better position themselves to secure funding while capturing maximum value in their companies.

Perfect for first-time founders navigating the investor landscape and seasoned entrepreneurs refining their fundraising strategies, this book equips readers with proven techniques for understanding and influencing investor behavior. It's an essential guide for anyone seeking to build a successful company while securing the funding needed to grow.

Back Jacket

Founder Unfriendly gives you the mindset, tactics, and trust-building tools to raise smarter, tell a sharper story, and stop feeling like the game is rigged. Fundraising is not always fair, but it is winnable.

PRAISE FOR FOUNDER UNFRIENDLY

"Founder Unfriendly comes from someone who deeply cares about founder communities and their long-term health. Charlie brings clarity and realism to a process that too often feels opaque."
--BRAD FELD, author of Venture Deals

"Founder Unfriendly is exactly what the startup world needs: honesty without cynicism. Charlie O'Donnell tells founders the truth about venture capital--not to discourage them, but to help them make conscious choices about what they're signing up for. It's practical, funny, and thankfully clear. If you're thinking about raising money, if you're even considering being an entrepreneur, read this before you pitch anyone...especially before you pitch yourself on your idea."
--JERRY COLONNA, CEO and Co-Founder of Reboot, author of Reboot and Reunion

"At Ten Little, we think a lot about first steps because the earliest choices shape everything that follows. Building a company is no different. As one of our earliest investors, I've known Charlie to cut through industry noise and provide clear, honest guidance, helping founders stay grounded in building something real and enduring."
--FATMA COLLINS, Co-Founder and CEO, Ten Little

"I've raised $20 million dollars, beat cancer, raised kids and could write a book about how hard all of this is, but I trust that Charlie will be honest enough with you that I don't have to and I can keep building my company."
--VANESSA RISSETTO, Co-Founder of Culina Health

Author Biography

CHARLIE O'DONNELL is a renowned venture capitalist known for his early identification of groundbreaking companies, including Twitter and Foursquare. As founder of Brooklyn Bridge Ventures, the first venture fund based in Brooklyn, he has invested in over 100 companies. His two-decade tenure in the New York City startup ecosystem includes pioneering roles as the first analyst at Union Square Ventures and helping establish First Round Capital's New York office. O'Donnell's influence in the New York City tech industry has also been widely recognized, earning him a spot on Business Insider's 100 Most Influential People in NY Tech more than five times. Currently teaching entrepreneurship at NYU's Courant Institute, O'Donnell has empowered countless founders to successfully navigate the complexities of fundraising and venture capital.

Number of Pages: 272
Dimensions: 1.19 x 9.07 x 5.99 IN
Publication Date: April 28, 2026
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Description

by Charlie O'Donnell (Author)

A strategy guide for founders who want to understand--and influence--the behavior of venture capitalists and investors so they can get their companies funded

In Founder Unfriendly: A No-Nonsense Guide to How Investment Decisions Actually Get Made, veteran venture capitalist Charlie O'Donnell walks you through what actually happens after you leave a pitch meeting. Based on his own extensive, first-hand experience, O'Donnell provides a clear answer to the question of why so many "mediocre" startups get funded while young companies with brilliant concepts and people get passed over time and time again.

The book skips the endless clichés about "successful founder traits" and recycled startup wisdom and gets right to the heart of why real VCs in the real world fund real companies with real money. It also explains exactly why those same investors say no so often, as well as what it might take to move them from a no to an enthusiastic yes.

Inside the book:

  • Granular, specific advice that will transform your pitch deck from a liability into a game changing asset
  • Strategies to shape the conversations investors have after you leave the room as they decide whether to fund your venture
  • How to change your strategy based on the relative strength and momentum of the sectors you operate in

Perfect for first-time founders trying to get the lay of the VC land, Founder Unfriendly is also a must-read for seasoned entrepreneurs trying to hone their fundraising strategies. It's packed with proven and practical tools to help you build your company while capturing as much of the resulting value as possible.

Front Jacket

Founders with brilliant ideas and talented teams often watch in frustration as mediocre startups secure funding while they're repeatedly rejected. In Founder Unfriendly: What Investors Won't Tell You About Getting Funded, veteran venture capitalist Charlie O'Donnell pulls back the curtain on what really happens after pitch meetings end. Drawing on his extensive firsthand experience making investment decisions, O'Donnell reveals the actual factors that drive funding decisions and shows founders how to influence them.

The book dispenses with recycled startup wisdom and clich?s about founder traits, focusing instead on the real mechanics of venture capital decision-making. O'Donnell explains why investors say "No" so often and what it takes to move them to "Yes." Readers will discover how to transform their pitch decks from liabilities into powerful assets and learn strategies for shaping the critical conversations investors have after founders leave the room. The book also teaches founders how to adapt their approaches based on sector strength and momentum.

Founder Unfriendly provides granular, specific advice and practical tools that go beyond theory to deliver actionable guidance. O'Donnell's candid, insider perspective offers founders something rarely available: an honest look at how investors actually evaluate companies and deploy capital. By understanding the psychology and decision-making processes of investors, founders can better position themselves to secure funding while capturing maximum value in their companies.

Perfect for first-time founders navigating the investor landscape and seasoned entrepreneurs refining their fundraising strategies, this book equips readers with proven techniques for understanding and influencing investor behavior. It's an essential guide for anyone seeking to build a successful company while securing the funding needed to grow.

Back Jacket

Founder Unfriendly gives you the mindset, tactics, and trust-building tools to raise smarter, tell a sharper story, and stop feeling like the game is rigged. Fundraising is not always fair, but it is winnable.

PRAISE FOR FOUNDER UNFRIENDLY

"Founder Unfriendly comes from someone who deeply cares about founder communities and their long-term health. Charlie brings clarity and realism to a process that too often feels opaque."
--BRAD FELD, author of Venture Deals

"Founder Unfriendly is exactly what the startup world needs: honesty without cynicism. Charlie O'Donnell tells founders the truth about venture capital--not to discourage them, but to help them make conscious choices about what they're signing up for. It's practical, funny, and thankfully clear. If you're thinking about raising money, if you're even considering being an entrepreneur, read this before you pitch anyone...especially before you pitch yourself on your idea."
--JERRY COLONNA, CEO and Co-Founder of Reboot, author of Reboot and Reunion

"At Ten Little, we think a lot about first steps because the earliest choices shape everything that follows. Building a company is no different. As one of our earliest investors, I've known Charlie to cut through industry noise and provide clear, honest guidance, helping founders stay grounded in building something real and enduring."
--FATMA COLLINS, Co-Founder and CEO, Ten Little

"I've raised $20 million dollars, beat cancer, raised kids and could write a book about how hard all of this is, but I trust that Charlie will be honest enough with you that I don't have to and I can keep building my company."
--VANESSA RISSETTO, Co-Founder of Culina Health

Author Biography

CHARLIE O'DONNELL is a renowned venture capitalist known for his early identification of groundbreaking companies, including Twitter and Foursquare. As founder of Brooklyn Bridge Ventures, the first venture fund based in Brooklyn, he has invested in over 100 companies. His two-decade tenure in the New York City startup ecosystem includes pioneering roles as the first analyst at Union Square Ventures and helping establish First Round Capital's New York office. O'Donnell's influence in the New York City tech industry has also been widely recognized, earning him a spot on Business Insider's 100 Most Influential People in NY Tech more than five times. Currently teaching entrepreneurship at NYU's Courant Institute, O'Donnell has empowered countless founders to successfully navigate the complexities of fundraising and venture capital.

Number of Pages: 272
Dimensions: 1.19 x 9.07 x 5.99 IN
Publication Date: April 28, 2026

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Delivery Estimated between and . Will usually ship within 1 business day.

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Founder Unfriendly: What Investors Won't Tell You about Getting Funded - Hardcover

Founder Unfriendly: What Investors Won't Tell You about Getting Funded - Hardcover

$55.00
Founder Unfriendly: What Investors Won't Tell You about Getting Funded - Hardcover

Founder Unfriendly: What Investors Won't Tell You about Getting Funded - Hardcover

$55.00
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