Sales Engine

Craig's (infamous!) Reading List

The books that fuel the Sales Engine. Each one comes with my quick take: what it taught me, and why it's worth your time. Come on back every once in a while... I read a lot.

92 booksupdated September 2026

92 books

Entrepreneurship15 books

  • Business Model Generation by Osterwalder

    Business Model Generation

    Craig’s take

    A must-read for any entrepreneur starting a business. This breakthrough way of thinking about business models helps us be much more thorough in the construction of the business model.

  • Competing Against Luck by Christiansen

    Competing Against Luck

    Craig’s take

    Any list of entrepreneurship books must have at least one book from Clay Christiansen. This is my favorite, because Clay gets to the heart of innovation...figure out the root cause of why customers are "hiring" your product...don't just keep trying to make the product better.

  • Crossing The Chasm by Moore

    Crossing The Chasm

    Craig’s take

    A classic for tech founders. Yes, written in 1995 but still applies today. Read so you don't fall into the chasm.

  • Get Backed by Baehr & Loomis

    Get Backed

    Craig’s take

    A very good primer on putting together a fundraising pitch for your business. I like how they break down the pitch deck and their emphasis - of course - on 'story.'

  • Little Bets by Sims

    Little Bets

    Craig’s take

    This little book puts another angle on lean, the four steps to the epiphany, jobs-to-be-done and customer development. Sims asks us how might we run little experiments ("little bets") to test and refine our approaches. What I love about this book is that it applies as much to careers as it does to entrepreneurship.

  • Measure What Matters by Doerr

    Measure What Matters

    Craig’s take

    This book will help you think through goal setting using the methodology now in place at Google...the "OKR," Objectives & Key Results. A little too much history of OKRs, but otherwise helpful.

  • Startup Way by Ries

    Startup Way

    Craig’s take

    Ries again. This is a follow-on to his breakout "The Lean Startup," and a fantastic resource for larger companies trying to be more innovative.

  • Steve Jobs by Isaacson

    Steve Jobs

    Craig’s take

    The biography, of course, of one of the greatest of all time. The man who changed or hatched seven industries.

  • The Culture Code by Coyle

    The Culture Code

    Craig’s take

    Coyle again...love that guy. Entrepreneurs must build culture...it's probably the most important thing they do. This amazing book breaks down the key ingredients.

  • The Entrepreneur's Guide to Customer Development by Cooper & Vlaskovits

    The Entrepreneur's Guide to Customer Development

    Craig’s take

    I love this book too...I think of it as the 'Cliff's Notes' version of Blank's The Four Steps to the Epiphany.

  • The Four Steps to the Epiphany by Blank

    The Four Steps to the Epiphany

    Craig’s take

    I'm an unabashed Steve Blank fan. Here, he provides the foundation for how to build a business, not get ahead of yourself, and focus on what he calls "Customer Development" (I like the word "Sales" better, but I wouldn't argue with Steve...I'd lose).

  • The Hard Things About Hard Things by Horowitz

    The Hard Things About Hard Things

    Craig’s take

    Horowitz captures the zeitgeist of his blog posts about the stark realities of growing and running businesses.

  • The Lean Startup by Ries

    The Lean Startup

    Craig’s take

    If you are interested in entrepreneurship, start here. A game-changing book that will help you avoid the huge mistakes that many entrepreneurs make (including me) and spend only what you need to create your minimum viable product.

  • Traction by Wickman

    Traction

    Craig’s take

    Not sure I understand the cult-like following this book has, but lots of great process recommendations in here.

  • Venture Deals by Feld & Mendelson

    Venture Deals

    Craig’s take

    This is THE go-to book for learning how to raise venture funding.

Talent10 books

  • Grit by Duckworth

    Grit

    Craig’s take

    A classic. My favorite word is discipline. Because of Angela Duckworth, my second favorite word is grit. Third is scrappy. Sensing a theme? This book will show you what you're made of.

  • How to Change by Milkman

    How to Change

    Craig’s take

    Amazing insights into how we process change and then a tactical look at how to get better, even at the tough stuff.

  • Mastery by Leonard

    Mastery

    Craig’s take

    Probably the classic work on developing your talent. If getting good at getting great had a foundational text, this would be it.

  • Outliers by Gladwell

    Outliers

    Craig’s take

    Practice, practice, practice. This is how we become great. Gladwell tells the compelling stories about how those we often deem as "naturals" actually just practiced constantly.

  • PEAK: Secrets from the New Science of Expertise by Ericsson & Pool

    PEAK: Secrets from the New Science of Expertise

    Craig’s take

    From the father of deliberate practice, the things that have to be true to become the best of the best.

  • Talent is Overrated by Colvin

    Talent is Overrated

    Craig’s take

    This book helps pile up the evidence that helps us shift our mindsets from one of "talent is innate" to "I can get as great as I want to be."

  • The 11th Habit by Sykes

    The 11th Habit

    Craig’s take

    A master of habit development. What I love about Andrew Sykes' approach is how he prioritizes the habit of self-care, reminding us that we need to take care of ourselves FIRST, so we can be great for others.

  • The Little Book of Talent by Coyle

    The Little Book of Talent

    Craig’s take

    Another gem from Coyle. What I love about this one is its granularity...seemingly 'little' skills that add up to huge change and opportunity for each of us.

  • The Power of Habit by Duhigg

    The Power of Habit

    Craig’s take

    A quick, easy look at how habits are made (and unmade). Will get you working on better habits.

  • The Talent Code by Coyle

    The Talent Code

    Craig’s take

    Dan Coyle's work looking at talent 'hotbeds' is fascinating, and gives us a lot of detail on how to build talent, in ourselves and in others.

Story9 books

  • DO/STORY: How to tell your story so the world listens by Buster

    DO/STORY: How to tell your story so the world listens

    Craig’s take

    A great primer on the 'how' to tell great stories. I love that Bobette Buster breaks down the process of telling great stories and makes it accessible.

  • Made To Stick by Heath

    Made To Stick

    Craig’s take

    A more functional book that will help you both appreciate stories and shape them in ways that make you more memorable.

  • Metaphors We Live By by Lakoff

    Metaphors We Live By

    Craig’s take

    Dense and academic, but helps you understand both the frequency and power of metaphor. You will start seeing them everywhere.

  • Six Word Memoirs by Smith & Fershleiser

    Six Word Memoirs

    Craig’s take

    Clever, fun and surprisingly insightful. Shows how much you can do if you are concise.

  • Story by McKee

    Story

    Craig’s take

    Start here. McKee captures the essence of great stories in a way that will help you craft them.

  • The Hero With A Thousand Faces by Campbell

    The Hero With A Thousand Faces

    Craig’s take

    Very dense, but spells out the Hero's Journey. This book will change the way you watch movies and read novels...you will 'see' the 12 step hero's journey as it unfurls.

  • The Story Factor by Simmons

    The Story Factor

    Craig’s take

    I love Simmons's "the six stories you need to know how to tell." Know them. Tell them.

  • The Writer's Journey by Vogler

    The Writer's Journey

    Craig’s take

    This is as much a book about how to tell a story as it is about writing. You get a twofer here.

  • What's Your Story? by Wortmann

    What's Your Story?

    Craig’s take

    This book is very familiar, for some reason. Capture, distill and tell the right stories at the right time for the right reasons.

Selling7 books

  • Birth of a Salesman by Friedman

    Birth of a Salesman

    Craig’s take

    Although the title needs an upgrade (since women were selling too, since around the dawn of time), a great book on the history of the profession.

  • Sales Management That Works by Cespedes

    Sales Management That Works

    Craig’s take

    Frank Cespedes is a flat out expert in all things sales. In his latest here, he gives us great recommendations for how to cut through the chaos and just build sales teams.

  • Selling to the C-Suite by Bistritz & Read

    Selling to the C-Suite

    Craig’s take

    This is a good guide to 'elevating' your conversations to the C-Suite.

  • The Power of Moments by Heath

    The Power of Moments

    Craig’s take

    How to create special moments to go above and beyond for everyone in your life.

  • The Sales Acceleration Formula by Roberge

    The Sales Acceleration Formula

    Craig’s take

    Mark offers a set of very valuable lessons in transitioning from what I call "Entrepreneurial Selling" to professional selling, especially as it relates to the role of sales leader.

  • Thinking in Bets by Duke

    Thinking in Bets

    Craig’s take

    A bestseller for a reason. A poker champion shares what tools to use when you have to make decisions when you don't have all the answers.

  • To Sell Is Human by Pink

    To Sell Is Human

    Craig’s take

    We are all selling more than we think we are. In this book, Pink looks at what makes people magnetic and resilient. He offers some great ways of thinking about selling and how we "show up" in many situations.

Presenting7 books

  • Compelling People by Neffinger & Kohut

    Compelling People

    Craig’s take

    A great, easy way to think about how you are 'showing up' and 'standing out' in any room you are in.

  • Five Stars by Gallo

    Five Stars

    Craig’s take

    A build on Talk Like TED, but with more granular (and helpful) communications disciplines and skills.

  • Just Listen by Dessen

    Just Listen

    Craig’s take

    Shares simple, effective techniques to break through to anyone. From making a good first impression or positively navigating an angry interaction.

  • Presence by Cuddy

    Presence

    Craig’s take

    This book does a great job putting concrete-ness around something that is often hard to define.

  • Resonate by Duarte

    Resonate

    Craig’s take

    Lets us in on some of the secrets to some of the best stories we know.

  • Slideology by Duarte

    Slideology

    Craig’s take

    A set of helpful guidelines on how to create better visuals.

  • Talk Like TED by Gallo

    Talk Like TED

    Craig’s take

    Unlocks the skills and disciplines of the most popular speakers and presentations.

Decision-Making7 books

  • Decisive by Heath Brothers

    Decisive

    Craig’s take

    Lays out a clear process for decision making that works against our emotional and/or non-rationale biases.

  • Farsighted by Johnson

    Farsighted

    Craig’s take

    My favorite science writer, Steven Johnson is back with a book that will help us all be better decision-makers.

  • How to Change by Milkman

    How to Change

    Craig’s take

    Amazing insights into how we process change and then a tactical look at how to get better, even at the tough stuff.

  • Never Split the Difference by Voss & Raz

    Never Split the Difference

    Craig’s take

    A look at the ever-so-subtle-but-powerful disciplines and skills of expert negotiators.

  • Predictably Irrational by Ariely

    Predictably Irrational

    Craig’s take

    Breaks down the science behind the choices we make. Fantastic storyteller.

  • Thinking Fast & Slow by Kahneman

    Thinking Fast & Slow

    Craig’s take

    This book is a twofer. A book about how our brains process information that influences how we make decisions, AND a book about why stories are so powerful.

  • Thinking in Bets by Duke

    Thinking in Bets

    Craig’s take

    A bestseller for a reason. A poker champion shares what tools to use when you have to make decisions when you don't have all the answers.

Productivity6 books

  • Getting Things Done by Allen

    Getting Things Done

    Craig’s take

    Recognized as the classic in this space. Tips and techniques for making yourself more efficient and effective.

  • How to Read a Book by Adler

    How to Read a Book

    Craig’s take

    Just what it says. A little academic and dense, but still a living classic.

  • The Checklist Manifesto by Gawande

    The Checklist Manifesto

    Craig’s take

    A surgeon who writes a classic about how to get stuff done well (and ranked one of The Economist's great business books of the year). Who knew?

  • The First 90 Days by Watkins

    The First 90 Days

    Craig’s take

    Classic work on how to ramp up into a company and become quickly indispensable.

  • The Surprising Science of Meetings by Rogelberg

    The Surprising Science of Meetings

    Craig’s take

    Books about meetings do not get people out of bed. This one should. Rogelberg teaches us the way to run a meeting...this most common of business practices. If everyone read this book, meetings wouldn't suck so much.

  • Tribe of Mentors by Ferriss

    Tribe of Mentors

    Craig’s take

    The collected life advice of the best of the best. Nothing more to say here.

Writing6 books

  • I Never Metaphor I Didn't Like by Grothe

    I Never Metaphor I Didn't Like

    Craig’s take

    A giant list of metaphors that will make your writing and speaking more memorable.

  • On Writing by King

    On Writing

    Craig’s take

    A master storyteller talking about the craft of writing, and who isn't afraid to kick your ass.

  • The Elements of Style by Strunk & White

    The Elements of Style

    Craig’s take

    A must. If you write in the English language, you need to read this foundational book.

  • The Idea Writers by Iezzi

    The Idea Writers

    Craig’s take

    A writer who understands sales. Full of great context about how writing is changing (and not changing).

  • Writing Down The Bones by Goldberg

    Writing Down The Bones

    Craig’s take

    A philosophical look at writing that sneaks up on you (in a good way). Can be powerfully read in 5 minute snippets.

  • Writing That Works by Roman & Raphaelson

    Writing That Works

    Craig’s take

    A little dated (especially in the latter chapters), but timeless advice on how to write for clarity and impact.

Brand You6 books

  • #AskGaryVee by Vaynerchuk

    #AskGaryVee

    Craig’s take

    Crazy book from a crazy guy, but packed full of insights into the dos and don'ts of social.

  • Great on the Job by Glickman

    Great on the Job

    Craig’s take

    Jodi Glickman has seemingly done it all, and here she distills some of the wisdom she's earned and makes super concrete, excellent recommendations.

  • How Will You Measure Your Life by Christiansen

    How Will You Measure Your Life

    Craig’s take

    Must. Read.

  • The Influencer Code by Russell

    The Influencer Code

    Craig’s take

    Amanda Russell is a force of nature, and here she shows us how to building influence is a relationship process and not a clever bunch of posts. I love her directness and concrete recommendations.

  • The Road to Recognition by Feldman & Price

    The Road to Recognition

    Craig’s take

    This is a great resource for getting off your butt and showing up (online and off). Use this book this way: grab one thing at a time and execute on it. Come back. Do it again.

  • This I Believe by Gediman & Allison

    This I Believe

    Craig’s take

    Helps you understand you, in a way that you should take into all of the ways you show up in the world.

Mindset5 books

  • Limitless by Kwik

    Limitless

    Craig’s take

    Gives people the ability to accomplish more by changing their Mindset, Motivation, and Methods.

  • Mindset by Dweck

    Mindset

    Craig’s take

    Start here, for SURE. A dive into two different mindsets that we routinely adopt. This book provides a great overview of how those two mindsets affect many different situations in which we find ourselves.

  • So Good They Can't Ignore You by Newport

    So Good They Can't Ignore You

    Craig’s take

    Newport helps us unpack the disciplines needed to view work with a 'craftsman's' mindset and create rare and valuable skills. He calls these rare and valuable skills "career capital."

  • The Happiness Hypothesis by Haidt

    The Happiness Hypothesis

    Craig’s take

    This book offers some fresh and interesting looks at ways we create meaning and happiness. Haidt is also a master of metaphor!

  • The Power of Now by Tolle

    The Power of Now

    Craig’s take

    Learn how to live in the moment. If you really dig into this, it will change your life. Yup, I said change your life.

Conversations4 books

  • A More Beautiful Question by Berger

    A More Beautiful Question

    Craig’s take

    This will help you build this most important skill/discipline; the ability to ask better, more powerful questions.

  • Crucial Conversations by Patterson et al

    Crucial Conversations

    Craig’s take

    The definitive work on how to handle tough conversations, and does you as much good as home as it does at work.

  • Quiet by Cain

    Quiet

    Craig’s take

    Read this first, to learn how to listen (to people... and to yourself). This was a breakthrough book for a reason. Cain shows us the strength of silence, patience, calm.

  • Weekend Language by Craig

    Weekend Language

    Craig’s take

    A powerful reminder that we must strive to find the signal within the noise of our communications.

Networking4 books

  • Give and Take by Grant

    Give and Take

    Craig’s take

    Grant's recent classic on how we must look for ways to go above and beyond. Really, a book about networking hiding in a book about social science research.

  • Modern Etiquette for a Better Life by Gottsman

    Modern Etiquette for a Better Life

    Craig’s take

    Like Strunk & White's "The Elements of Style" but for your life.

  • Moonwalking With Einstein by Foer

    Moonwalking With Einstein

    Craig’s take

    Funny and well-written, this book is about memory, and exerting discipline to train your brain to remember large amounts of information.

  • Never Eat Alone by Ferrazzi

    Never Eat Alone

    Craig’s take

    Just a simple push to be more disciplined in how we think about spending our time.

Conflict4 books

  • Crucial Conversations by Patterson et al

    Crucial Conversations

    Craig’s take

    The definitive work on how to handle tough conversations, and does you as much good as home as it does at work.

  • Emotional Intelligence 2.0 by Bradberry

    Emotional Intelligence 2.0

    Craig’s take

    This will help you understand how to be more aware of your emotions and not let them get the best of you.

  • Thank You For Arguing by Heinrichs

    Thank You For Arguing

    Craig’s take

    This book is even more clever than its title. Heinrich dives into the mindset of connecting with people the right way, even in tense situations.

  • The Trusted Advisor by Maister

    The Trusted Advisor

    Craig’s take

    Another classic work that shows how strong relationships are built. If you are going into consulting (or life), this should be in your hands or on your ears at all times.

Power & Influence3 books

  • Influence by Cialdini

    Influence

    Craig’s take

    A bit academic, but full of great stories that lay the foundation for how and why we have influence over others. You need to know these six principles.

  • Thinking Fast & Slow by Kahneman

    Thinking Fast & Slow

    Craig’s take

    This book is a twofer. A book about how our brains process information that influences how we make decisions, AND a book about why stories are so powerful.

  • Undoing Project by Lewis

    Undoing Project

    Craig’s take

    A tale about Daniel Kahneman's work and life and why he and Amos Tversky taught us all to think differently.

Negotiating2 books

  • Negotiate Without Fear by Medvec

    Negotiate Without Fear

    Craig’s take

    Dr. Vicki Medvec is one of the world's foremost experts on negotiations, from baseball stadium deals to salary deals...she has the best methodology for preparing for - and succeeding with - any negotiation you find yourself in. RUN and get this book (and then give it to your kids).

  • Never Split the Difference by Voss & Raz

    Never Split the Difference

    Craig’s take

    A look at the ever-so-subtle-but-powerful disciplines and skills of expert negotiators.

Coaching2 books

  • How Will You Measure Your Life by Christiansen

    How Will You Measure Your Life

    Craig’s take

    Must. Read.

  • Trillion Dollar Coach by Schmidt, Rosenberg & Eagle

    Trillion Dollar Coach

    Craig’s take

    How coaching relationships are established and what must be true to call yourself a coach.

Sales in the Age of AI1 book

  • Selling Is Hard. Buying Is Harder by Hess
    New

    Selling Is Hard. Buying Is Harder

    Craig’s take

    This is a powerful mindset shift for sellers. Too often, we listen for US (if we listen at all). It's about them...about the buyer and the buying committee. This will show you how to - as Hess says - be a 'guide' to your buyers.