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The Entrepreneur's Odyssey

A Novel Approach to Startup Success

Andrew Ackerman

$56.99

Paperback

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English
Routledge
15 May 2025
The Entrepreneur’s Odyssey is an authentic window into what it really takes to turn an idea into a viable startup. It is both an essential how-to guide for would-be startup founders as well as an entertaining novel for the startup curious.

This textbook-as-novel has fictional first-time entrepreneur Marcus Williams recount his journey from would-be founder with a half-formed idea to a funded startup. His mentor, Jason Murath, a seasoned angel investor, guides Marcus step by step through customer discovery, validating and refining the product, market sizing, and more, all the way through closing his first round of financing.

There has never been a more fun – and effective! – way to learn how to build a startup.
By:  
Imprint:   Routledge
Country of Publication:   United Kingdom
Dimensions:   Height: 234mm,  Width: 156mm, 
Weight:   440g
ISBN:   9781032883540
ISBN 10:   1032883545
Pages:   220
Publication Date:  
Audience:   General/trade ,  College/higher education ,  Professional and scholarly ,  ELT Advanced ,  Primary
Format:   Paperback
Publisher's Status:   Active
PART I: LAYING THE FOUNDATIONS FOR A GREAT STARTUP, CHAPTER 1 - OPEN MIC NIGHT, STARTUP STYLE, CHAPTER 2 - IN THE END, THERE CANNOT BE ONLY ONE, CHAPTER 3 - A GOOD ELEVATOR PITCH PUSHES ALL THE RIGHT BUTTONS, CHAPTER 4 - TELL ME WHERE IT HURTS, CHAPTER 5 - LET’S GET PERSONAL, CHAPTER 6 - THE PERFECT PERSONA, CHAPTER 7 - THINK SMALL. THINK MINIMUM VIABLE PRODUCT, CHAPTER 8 - NEW PRODUCT FLOW, CHAPTER 9 - EATING UP CUSTOMER FEEDBACK, CHAPTER 10 - FULLY FED, CHAPTER 11 - DE-RISKING THE MODEL, PART II: PREPPING YOUR PITCH DECK, CHAPTER 12 - ORDERING THE NARRATIVE, CHAPTER 13 - JUDGING A DECK BY ITS COVER, CHAPTER 14 - HOLD THE SIZZLE, CHAPTER 15 - SOLVING THE PROBLEM, CHAPTER 16 - CO-FOUNDER WANTED, CHAPTER 17 - THERE’S NO COMPETITION, CHAPTER 18 - CO-FOUNDER… NOT, CHAPTER 19 - THE PRICE IS RIGHT (A.K.A. THE REVENUE MODEL), CHAPTER 20 - GO-TO-MARKET OR GO HOME, CHAPTER 21 - CO-FOUNDER WANTED (REDUX), CHAPTER 22 - (MARKET) SIZE MATTERS, CHAPTER 23 - THE ATTRACTION OF TRACTION, CHAPTER 24 - AVOIDING A FOUNDER EQUITY #FAIL, CHAPTER 25 - THE REGULATORY STORY, CHAPTER 26 - GETTING UP TO SPEED ON ACCELERATORS, CHAPTER 27 - 20/20 VISION, CHAPTER 28 - GETTING (MILE)STONED, CHAPTER 29 - THE ART OF THE ASK, CHAPTER 30 - TEAM (WHY, NOT WHO), CHAPTER 31 - SHOW ME THE MONEY FINANCIALS, PART III: FINDING AND MEETING INVESTORS, CHAPTER 32 - PROSPECTING FOR INVESTORS, CHAPTER 33 - “I'D LIKE YOU TO MEET…” (WARM INTRO REQUESTS), CHAPTER 34 - MASTERING THE INVESTOR MEETING, CHAPTER 35 - PORTCO JUJITSU, CHAPTER 36 - DRY FUNDS, CHAPTER 37 - PAY TO PLAY DOESN'T PAY, CHAPTER 38 - THE PERILS OF CORPORATE PARTNERSHIPS, CHAPTER 39 - MONTHLY UPDATE EMAILS FOR FUN AND FOMO, PART IV: SEALING THE DEAL, CHAPTER 40 - NOTES, SAFES, PRICED ROUNDS, CHAPTER 41 - TERMS OF ENDEARMENT, CHAPTER 42 - BEYOND VALUATION, CHAPTER 43 - SEALING THE DEAL, CHAPTER 44 - MONEY IN THE BANK

Andrew Ackerman is a serial entrepreneur, startup mentor and early-stage investor. He has invested in over 70 startups and mentored hundreds more over the past 15 years. Previously, Andrew founded two companies and has a keen appreciation for how hard it is to build a successful startup, even under the best of circumstances. In addition to investing, Andrew consults for startups, venture and corporate venture funds, accelerators and venture studios.

Reviews for The Entrepreneur's Odyssey: A Novel Approach to Startup Success

""Entrepreneurship is a journey that's full of stories, best learned from doing rather than from classroom training or a theoretical framework. Andrew has structured The Entrepreneur's Odyssey in such a way as to capture this fluid nature of startups, writing it as a work of fiction and not as a how-to manual. Having been an entrepreneur now for over 40 years and having helped countless founders in their journeys, I believe that every startup is a new work of fiction, working to turn their dream into something real. I hope that you enjoy the book."" David Brown, co-founder and former CEO, Techstars ""The Entrepreneur’s Odyssey is a startup guide like no other. Packed with real-world experience and practical advice, this humorous novel-style guide is the perfect companion for anyone navigating the complex startup world. A fresh, insightful and enjoyable read for aspiring entrepreneurs."" Dr. Noam Wasserman, Dean, Sy Syms School of Business at Yeshiva University and bestselling author of The Founder’s Dilemmas and Life Is a Startup ""Most students come into my course with only vague ideas of what building a startup is really like. The Entrepreneur's Odyssey is real, practical, and memorable. It makes learning entrepreneurship much more fun."" Ira Weiss, Clinical Professor of Entrepreneurship and Accounting, Chicago Booth and General Partner, Hyde Park Venture Partners ""The Entrepreneur’s Odyssey by Andrew Ackerman is a must-read for anyone stepping into the world of startups. Having worked with Andrew at Dreamit, I know firsthand the depth of his expertise. This book distills years of experience into a gripping narrative that is both practical and engaging. Whether you’re a founder navigating your first venture, a student of entrepreneurship, or simply curious about the startup grind, The Entrepreneur’s Odyssey will give you the real, unfiltered insights you need. It’s not just another guide—it’s a story that stays with you, helping you avoid pitfalls and guiding you to success."" Steve Welch, Founder, Dreamit Ventures and CEO/Co-founder Restore Hyper Wellness ""Andrew Ackerman has masterfully captured the entrepreneurial journey in The Entrepreneur’s Odyssey, offering invaluable insights into the many challenges founders will face when launching a startup. By embedding these lessons into a compelling story, Andrew provides practical advice that shares both the entrepreneur’s and advisor’s perspectives. Whether you’re building a business or mentoring those who are, this book offers a clear, engaging roadmap for navigating the startup landscape."" Mike Levinson, Founder, Dreamit Ventures “Andrew Ackerman's The Entrepreneur’s Odyssey offers a refreshing and highly practical approach to startup success. Unlike conventional business books, this novel-style guide blends storytelling with valuable insights on the startup journey, covering everything from crafting the perfect elevator pitch to securing investors. Entrepreneurs will find it an engaging, memorable resource that breaks down complex concepts into actionable steps, making it easier to understand critical strategies for building a successful startup. This book is ideal for both aspiring and seasoned entrepreneurs looking for a comprehensive yet relatable guide. Ackerman’s hands-on experience as a founder and investor shines through, offering real-world advice that goes beyond theory. Entrepreneurs will appreciate the blend of humor, candidness, and hard-won lessons shared in an approachable format that keeps them engaged while imparting invaluable wisdom on the realities of startup life. It's an essential read for anyone serious about turning an idea into a thriving business.” Jeffrey Berman, General Partner, Camber Creek “The Entrepreneur's Odyssey is an absolute must-read for anyone looking to take an idea from concept to reality. Andrew Ackerman has taken years of hard-earned wisdom from his time guiding startups through accelerators and mentorship and distilled it into a narrative that’s both engaging and deeply practical. Whether you’re a seasoned entrepreneur or just starting out, this book will guide you through the critical steps needed to build a successful startup, all while keeping you entertained.” Avi Savar, Former CEO, Dreamit Ventures “A captivating and pragmatic read on what it takes to launch a startup and embrace the entrepreneurial adventure! Andrew’s relatable and witty storytelling on how to navigate the turbulent waters of building a business inspires resilience and creativity at every turn. An authentic glimpse for anyone eager to dive in on their entrepreneurial journey!"" Anvesh Rai, Venture Capitalist ""The Entrepreneur's Odyssey brilliantly blends the excitement of a novel with the depth of a startup manual. Andrew Ackerman takes readers on a lively journey, covering everything from developing an idea to securing funding. His knack for explaining complex concepts in an engaging, accessible way sets this book apart. This is your guide if you're a founder looking for clear, actionable advice wrapped in an entertaining narrative."" Steve Barsh, former Managing Partner, Dreamit Ventures


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