Fans pick 100 books like Trajectory

By Dave Parker,

Here are 100 books that Trajectory fans have personally recommended if you like Trajectory. Shepherd is a community of 12,000+ authors and super readers sharing their favorite books with the world.

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Book cover of Pitch Anything: An Innovative Method for Presenting, Persuading, and Winning the Deal

Paul A. Swegle Author Of Startup Law and Fundraising for Entrepreneurs and Startup Advisors

From my list on startup success from someone with startup wins.

Why am I passionate about this?

I have worked with startups since 2000, when I joined ShareBuilder, ultimately sold to Capital One in a $9.5 billion deal – one of my five successful startup exits to date. I am currently an officer of seven startups. Startups drive global job creation and problem-solving innovation. But 90% fail, often for preventable reasons. I am helping entrepreneurs beat those odds. I wrote Startup Law and Fundraising to help entrepreneurs build on a solid foundation, avoid common legal and regulatory mistakes, and fund their vision. My books are used globally in law and MBA schools, and I speak constantly on entrepreneurship-related topics, including recently to groups in Istanbul, Ramallah, and Tehran. 

Paul's book list on startup success from someone with startup wins

Paul A. Swegle Why did Paul love this book?

Pitch Anything is an established work in the pitching and negotiation book categories. It is not perfect, but it is one of the best books for introducing entrepreneurs to the importance of pitching, selling, and negotiating persuasively. Entrepreneurs must pitch to attract co-founders and early team members, to obtain early stage funding, to close customers and other commercial partners, to close later stage funding rounds, and, ultimately, to go public or exit in a sale. While Pitch Anything is a good book, the brashness of some of its advice, particularly around what Klaff calls “frames,” do not fit all persons or situations. Some contexts require full-on Machiavellian tactics; others warrant more of a “Winning Friends and Influencing People” approach. Nonetheless, it is useful to understand which situation you are in and the available plays to run.

Armed with those caveats, I suggest readers of Pitch Anything read Chapter…

By Oren Klaff,

Why should I read it?

2 authors picked Pitch Anything as one of their favorite books, and they share why you should read it.

What is this book about?

Gold Medal Winner--Tops Sales World's Best Sales and Marketing Book

"Fast, fun and immensely practical."
-JOE SULLIVAN, Founder, Flextronics

"Move over Neil Strauss and game theory. Pitch Anything reveals the next big thing in social dynamics: game for business."
-JOSH WHITFORD, Founder, Echelon Media

"What do supermodels and venture capitalists have in common?They hear hundreds of pitches a year. Pitch Anything makes sure you get the nod (or wink) you deserve."
-RALPH CRAM, Investor

"Pitch Anything offers a new method that will differentiate you from the rest of the pack."
-JASON JONES, Senior Vice President, Jones Lang LaSalle

"If you…


Book cover of Venture Deals: Be Smarter Than Your Lawyer and Venture Capitalist

Paul A. Swegle Author Of Startup Law and Fundraising for Entrepreneurs and Startup Advisors

From my list on startup success from someone with startup wins.

Why am I passionate about this?

I have worked with startups since 2000, when I joined ShareBuilder, ultimately sold to Capital One in a $9.5 billion deal – one of my five successful startup exits to date. I am currently an officer of seven startups. Startups drive global job creation and problem-solving innovation. But 90% fail, often for preventable reasons. I am helping entrepreneurs beat those odds. I wrote Startup Law and Fundraising to help entrepreneurs build on a solid foundation, avoid common legal and regulatory mistakes, and fund their vision. My books are used globally in law and MBA schools, and I speak constantly on entrepreneurship-related topics, including recently to groups in Istanbul, Ramallah, and Tehran. 

Paul's book list on startup success from someone with startup wins

Paul A. Swegle Why did Paul love this book?

Anyone who might ever be involved in raising funds for a startup should read Feld and Mendelson’s famous book, Venture Deals. This includes entrepreneurs, CFOs, legal and financial advisors, board members, and investors. The authors have long been pivotal players in Boulder, Colorado’s vibrant startup ecosystem. Their many engaging and illuminating talks to entrepreneurship classes and groups can be found on YouTube. Venture Deals is the best book out there for learning VC fundraising fundamentals – the players, terminology, processes, strategies, etiquette, deal documentation, best practices, and the implications of taking VC money. According to a study by CB Insights, “Running out of Money” is the second most common reason for startup failure. Venture Deals can help startups and startup advisors increase their odds for fundraising success by providing insiders’ insights for winning strategies. 

By Brad Feld, Jason Mendelson,

Why should I read it?

1 author picked Venture Deals as one of their favorite books, and they share why you should read it.

What is this book about?

Help take your startup to the next step with the new and revised edition of the popular book on the VC deal process-from the co-founders of the Foundry Group

How do venture capital deals come together? This is one of the most frequent questions asked by each generation of new entrepreneurs. Surprisingly, there is little reliable information on the subject. No one understands this better than Brad Feld and Jason Mendelson. The founders and driving force behind the Foundry Group-a venture capital firm focused on investing in early-stage information technology companies-Brad and Jason have been involved in hundreds of venture…


Book cover of See, Solve, Scale: How Anyone Can Turn an Unsolved Problem Into a Breakthrough Success

Paul A. Swegle Author Of Startup Law and Fundraising for Entrepreneurs and Startup Advisors

From my list on startup success from someone with startup wins.

Why am I passionate about this?

I have worked with startups since 2000, when I joined ShareBuilder, ultimately sold to Capital One in a $9.5 billion deal – one of my five successful startup exits to date. I am currently an officer of seven startups. Startups drive global job creation and problem-solving innovation. But 90% fail, often for preventable reasons. I am helping entrepreneurs beat those odds. I wrote Startup Law and Fundraising to help entrepreneurs build on a solid foundation, avoid common legal and regulatory mistakes, and fund their vision. My books are used globally in law and MBA schools, and I speak constantly on entrepreneurship-related topics, including recently to groups in Istanbul, Ramallah, and Tehran. 

Paul's book list on startup success from someone with startup wins

Paul A. Swegle Why did Paul love this book?

See, Solve, Scale provides a proven three-part framework for entrepreneurial success called the “See, Solve, Scale Entrepreneurial Process.” Author Danny Warshay has been a Professor of Entrepreneurship at Brown University for 15+ years. Previously, after earning his Harvard MBA, Warshay spent time in brand management at Procter & Gamble, followed by several years launching, growing, and exiting startups in software, advanced materials, consumer products, and media. 

See, Solve, Scale unpacks key concepts from Warshay’s Brown University course on entrepreneurship. Warshay has also taught these concepts internationally to entrepreneurship organizations, private companies, non-profits, governmental agencies, and non-governmental organizations. His teachings have broad applicability to solving all types of problems and improving the functioning and results of almost any kind of organization, not just startups. 

Key lessons in the book include the importance of bottom-up research, being anthropological and empathetic and finding and validating an unmet need or problem to solve, recognizing…

By Danny Warshay,

Why should I read it?

1 author picked See, Solve, Scale as one of their favorite books, and they share why you should read it.

What is this book about?

Inspired by Brown University's beloved course - The Entrepreneurial Process - Danny Warshay's See, Solve, Scale is a proven and paradigm-shifting method to unlocking the power of entrepreneurship.

The Entrepreneurial Process, one of Brown University's highest-rated courses, has empowered thousands of students to start their own ventures. You might assume these ventures started because the founders were born entrepreneurs. You might assume that these folks had technical or finance degrees, or worked at fancy consulting firms, or had some other specialized knowledge. Yet that isn't the case. Entrepreneurship is not a spirit or a gift. It is a process that…


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Book cover of The Coaching Habit: Say Less, Ask More & Change the Way You Lead Forever

The Coaching Habit By Michael Bungay Stanier,

The coaching book that's for all of us, not just coaches.

It's the best-selling book on coaching this century, with 15k+ online reviews. Brené Brown calls it "a classic". Dan Pink said it was "essential".

It is practical, funny, and short, and "unweirds" coaching. Whether you're a parent, a teacher,…

Book cover of Angel Investing: Start to Finish

Paul A. Swegle Author Of Startup Law and Fundraising for Entrepreneurs and Startup Advisors

From my list on startup success from someone with startup wins.

Why am I passionate about this?

I have worked with startups since 2000, when I joined ShareBuilder, ultimately sold to Capital One in a $9.5 billion deal – one of my five successful startup exits to date. I am currently an officer of seven startups. Startups drive global job creation and problem-solving innovation. But 90% fail, often for preventable reasons. I am helping entrepreneurs beat those odds. I wrote Startup Law and Fundraising to help entrepreneurs build on a solid foundation, avoid common legal and regulatory mistakes, and fund their vision. My books are used globally in law and MBA schools, and I speak constantly on entrepreneurship-related topics, including recently to groups in Istanbul, Ramallah, and Tehran. 

Paul's book list on startup success from someone with startup wins

Paul A. Swegle Why did Paul love this book?

The second most common reason startups fail is that they run out of money. Sometimes this is because startups misjudge demand for their products, but equally often it’s due to unsuccessful fundraising. Angel Investing: Start to Finish provides critical insights into the thinking of sophisticated angel investors – key sources of early-stage fundraising dollars for many startups. This book is co-authored by Joe Wallin, one of the top startup and venture capital attorneys in the U.S. Few attorneys are capable of providing better fundraising counsel to startups than Wallin, and this book clearly reflects Joe’s deep experience on both sides of fundraising – representing investors and representing startups. 

Entrepreneurs should read this book carefully to understand the guidance angel investors receive from attorneys like Wallin and from their fellow angel investors or angel groups. Doing so will help entrepreneurs anticipate angel investors’ tough questions, negotiate term sheets, and maintain strong…

By Joe Wallin, Pete Baltaxe,

Why should I read it?

1 author picked Angel Investing as one of their favorite books, and they share why you should read it.

What is this book about?

Angel Investing: Start to Finish is the most comprehensive practical and legal guide written to help investors and entrepreneurs avoid making expensive mistakes.

Angel investing can be fun, financially rewarding, and socially impactful. But it can also be a costly endeavor in terms of money, time, and missed opportunities. Through the successes, failures, and collective experience of the authors you’ll learn how to navigate the angel investment process to maximize your chances of success and manage downside risks as an investor or entrepreneur.

You’ll learn how:

Lead investors evaluate deals Lawyers think through term sheets To keep perspective through losses…


Book cover of The Numbers Business: How to grow a successful cloud accountancy practice

Heather Smith Author Of Xero For Dummies

From my list on small business owners.

Why am I passionate about this?

I’m Heather Smith and I love writing. I love Accounting and AccounTech. I gratefully sit at the Ikigai inflection point, where my profession, passion, vocation, and mission intersect, and I can use my explanation skills to empower others in the accounting industry. Ikigai is a Japanese concept referring to something that gives a person a sense of purpose, a reason for living. Believing Accountants don't save lives, Accountants save livelihoods; I use my superpower of explanation to educate the accounting profession about accounting technology and modern accounting practices. I do this through many channels including my latest book Xero for Dummies, 5th edition. 

Heather's book list on small business owners

Heather Smith Why did Heather love this book?

Della has a way of simply explaining what’s practically needed to run a modern practice. Like Della, I’ve built a modern practice and she has laid the steps to start and thrive in a clean and easy-to-follow manner. Hudson's writing style is engaging and accessible, making it easy to understand and apply the concepts presented. With personal anecdotes and asides littering the narrative, the book reads like a quiet meeting between friends over a nice cup of tea. Overall, The Numbers Business is an invaluable resource for anyone looking to build a successful cloud accounting practice.

By Della Hudson,

Why should I read it?

1 author picked The Numbers Business as one of their favorite books, and they share why you should read it.

What is this book about?

This is the manual every qualified accountancy professional needs to read before setting up their own practice. Having applied her corporate experience to building a modern cloud accountancy practice, Della Hudson presents her road map to help you to do the same. Here, she shares her hard-earned knowledge so that other accountancy professionals can grow their own successful, scaleable and even sellable businesses. This book is a road map that will help a qualified professional to: start a successful business from scratch with no personal or business contacts; move from the kitchen table to an office space; recruit and train…


Book cover of Launch: How to Sell Almost Anything Online, Build a Business You Love, and Live the Life of Your Dreams

Ray Edwards Author Of How to Write Copy That Sells: The Step-By-Step System for More Sales, to More Customers, More Often

From my list on marketing your business or brand.

Why am I passionate about this?

I know it's kind of weird, but I have been fascinated by the world of direct-response marketing ever since I first saw the full-page ads in the "newspapers" my grandmother loved to read (The National Inquirer and the Weekly World News). Those ads fascinated me because, at first, I thought they were stories in the newspaper. That was my first exposure to the work of the brilliant Eugene Schwartz. I used to check our mail so I could grab all the "junk mail" that everyone else threw away because that's the only mail I wanted to read. That's why I became a direct-response copywriter.

Ray's book list on marketing your business or brand

Ray Edwards Why did Ray love this book?

I have read this book five times, and every time, I feel as if I picked up a new epiphany or distinction about how to launch (or relaunch) a business online. Over the years, I have paid the author, Jeff Walker, tens of thousands of dollars to attend his in-person training and seminars.

I can hardly believe how many of his "secrets" he reveals so openly inside a $27 book. It really does teach how to sell almost anything online, how to create huge “profit events”, and how to do it with excellence and integrity.

By Jeff Walker,

Why should I read it?

2 authors picked Launch as one of their favorite books, and they share why you should read it.

What is this book about?

The only guide you'll ever need to achieve online marketing success. With new chapters offering fresh information, you'll find all the insider tips in one place.

The revised and updated edition of the #1 New York Times bestseller Launch will build your business - fast. Whether you've already got an online business or you're itching to start one, this is a recipe for getting more traction and a fast start.

Think about it: What if you could launch like Apple or the big Hollywood studios? What if your prospects eagerly counted down the days until they could buy your product?…


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Book cover of Today Was A Good Day: A Collection of Essays From The Heart Of A Neurosurgeon

Today Was A Good Day By Edward Benzel,

My book is a collection of monthly Editor-in-Chief letters to the readership of World Neurosurgery, a journal that I edit. Each essay is short and sweet. The letters were written for neurosurgeons but have been re-edited so that they apply to all human beings. They cover topics such as leadership,…

Book cover of Making a Living Without a Job: Winning Ways for Creating Work That You Love

Tama J. Kieves Author Of This Time I Dance! Creating the Work You Love

From my list on to help you stay true to yourself and your calling.

Why am I passionate about this?

I am moved by the deepest potential in all of us. Having graduated from Harvard Law School and working as an unfilled attorney, I finally left everything to follow my true desire to write. So, I know how vital it is to have support for our inspiration instead of our fears. That’s why I’ve written 5 books to champion visionary minds, creative souls, freedom junkies, and more. And as a TEDx speaker and USA Today featured visionary career coach, I am always reading for my own growth and for my students. I recommend these books because they helped me to trust in greater possibilities. I hope they support your dreams. 

Tama's book list on to help you stay true to yourself and your calling

Tama J. Kieves Why did Tama love this book?

I recommend this book because it’s a crayon box of creative and practical ideas and insights. This is a great read for someone who wants to be entrepreneurial, l but isn’t yet in the I-have-to-dominate-the-market-and-own-Silicon-Valley- stage. I guess I’d call it approachable entrepreneurship. The author gives you ideas for how to be “joyfully jobless” including multiple profit centers and marketing on a shoestring. I love authors who can give you creative hope, no-nonsense ideas, and specific creative ideas like “find all the ways to put raspberry and chocolate together.”    

By Barbara Winter,

Why should I read it?

1 author picked Making a Living Without a Job as one of their favorite books, and they share why you should read it.

What is this book about?

For all of the millions of Americans who are out of work, soon to be out of work, or wishing to be freed from unrewarding work—here is the must-have book that will show you how you can make a living by working when, where, and how you want.

Newly revised and updated, Barbara J. Winter’s guide to successful self-employment is now more relevant than ever before. Drawing on the techniques and ideas of her popular seminars as well as her own thirty years of business expertise and that of other successful entrepreneurs, Winter offers the practical, proven way to launch…


Book cover of Scaling Up: How a Few Companies Make It...and Why the Rest Don't

Tom Salonek Author Of The 100: Building Blocks for Business Leadership

From my list on practical, hands-on business leadership.

Why am I passionate about this?

I'm the Founder and CEO of Intertech, an IT firm I started over 30 years ago. I've written three books and more than 100 articles on business, leadership, and technology. Intertech has won over 50 awards for growth, workplace best practices, and employee engagement including being named one of the Best 30 Employers in Tech by Fortune Magazine and one of the Top 10 Consulting firms in America by Consulting Magazine.  

Tom's book list on practical, hands-on business leadership

Tom Salonek Why did Tom love this book?

I learned from Verne firsthand at two separate multi-year courses at the Massachusetts Institute of Technology that were held for high-growth entrepreneurs.

In Scaling Up, he lays out what needs to be done at different stages/sizes of an organization to move to the next level. Like the other books I've recommended, he provides candid advice and practical ways to implement the ideas outlined in the book.

By Verne Harnish,

Why should I read it?

3 authors picked Scaling Up as one of their favorite books, and they share why you should read it.

What is this book about?

Winner of the International Book Awards for General Business


Winner of the Readers' Favorite International Book Award for Non-Fiction Business



It’s been over a decade since Verne Harnish’s best-selling book Mastering the Rockefeller Habits was first released. Scaling Up (Rockefeller Habits 2.0) is the first major revision of this business classic which details practical tools and techniques for building an industry-dominating business. This book is written so everyone — from frontline employees to senior executives — can get aligned in contributing to the growth of a firm. Scaling Up focuses on the four major decision areas every company must get…


Book cover of Guerrilla Marketing: Easy and Inexpensive Strategies for Making Big Profits from Your Small Business

Monroe Mann Author Of The Theatrical Juggernaut: The Psyche of the Star

From my list on marketing books for aspiring professional actors, artists, and performers.

Why am I passionate about this?

I have done some pretty cool things in the arts. To share a few, I’ve given TEDx talks, I have produced and co-starred in a film that made it to Cannes, I have written 11+ books (one of which was a Barnes & Noble # 1 best seller), I have spoken at SAG/AFTRA and Writer’s Guild, I am an entertainment attorney, and I have an album up on iTunes/Apple Music/Spotify, etc. I really love inspiring people, and helping them to achieve life dreams. I hope this list will help inspire some of you to go after your dreams, too, and with a passion!

Monroe's book list on marketing books for aspiring professional actors, artists, and performers

Monroe Mann Why did Monroe love this book?

The stuff in this book is so good that I used his very techniques to end up co-writing a book with the author!

This book helped me to recognize that my success in show business (and indeed, in any field) was not going to be due to my talent (of which I have in excess supply!) but because of how well I could market that talent, and share it with the world.

Guerrilla Marketing was my trusted friend when I was starting out, and its lessons ring true 20 years later as I continue acting, producing, coding, speaking, and more. In fact, the lessons in this book helped me to book my first TEDx talk just this year (2024).

By Jay Conrad Levinson,

Why should I read it?

2 authors picked Guerrilla Marketing as one of their favorite books, and they share why you should read it.

What is this book about?

NATIONAL BESTSELLER

The book that started the guerilla marketing revolution, expanded and completely updated for the twenty-first century.

Jay Levinson's Guerrilla Marketing revolutionized marketing strategies for the small-business owner with his take-no-prisoners approach to finding clients. Based on hundreds of solid and effective ideas, Levinson’s philosophy has given birth to a new way of learning about market share and how to gain it. In this completely updated and expanded fourth edition, Levinson offers a new arsenal of weaponry for small-business success including strategies for marketing on the internet (explaining when and precisely how to use it); tips for using new…


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Book cover of Trial, Error, and Success: 10 Insights into Realistic Knowledge, Thinking, and Emotional Intelligence

Trial, Error, and Success By Sima Dimitrijev, PhD, Maryann Karinch,

Everything in nature evolves by trial, error, and success—from fundamental physics, through evolution in biology, to how people learn, think, and decide.

This book presents a way of thinking and realistic knowledge that our formal education shuns. Stepping beyond this ignorance, the book shows how to deal with and even…

Book cover of Built to Sell: Creating a Business That Can Thrive Without You

Dave Kerpen Author Of The Art of People: 11 Simple People Skills That Will Get You Everything You Want

From my list on entrepreneurs who want to go further faster.

Why am I passionate about this?

I love building businesses. I’ve built several businesses, ranging from a one person consultancy to a venture-backed tech company to an 8-figure marketing agency to a managed HR marketplace to a virtual memorial services company. The only thing I love more than building businesses is building and helping create new entrepreneurs. These books have helped me tremendously in my journey and I hope they help you as well!

Dave's book list on entrepreneurs who want to go further faster

Dave Kerpen Why did Dave love this book?

Built to Sell is the perfect parable that taught me how to build a scalable business with processes and predictable revenue. I read it, I shared it with our leadership team, who all read it, and then we built and sold a company for 8 figures. Whether or not you plan to sell your company, this is the most important book for all entrepreneurs to read.

By John Warrillow,

Why should I read it?

1 author picked Built to Sell as one of their favorite books, and they share why you should read it.

What is this book about?

Run your company. Don’t let it run you.

Most business owners started their company because they wanted more freedom—to work on their own schedules, make the kind of money they deserve, and eventually retire on the fruits of their labor.

Unfortunately, according to John Warrillow, most owners find that stepping out of the picture is extremely difficult because their business relies too heavily on their personal involvement. Without them, their company—no matter how big or profitable—is essentially worthless.

But the good news is that entrepreneurs can take specific steps—no matter what stage a business is in—to create a valuable, sellable…


Book cover of Pitch Anything: An Innovative Method for Presenting, Persuading, and Winning the Deal
Book cover of Venture Deals: Be Smarter Than Your Lawyer and Venture Capitalist
Book cover of See, Solve, Scale: How Anyone Can Turn an Unsolved Problem Into a Breakthrough Success

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Interested in small business, management, and startups?

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