100 books like Managing Chaos

By Lisa Welchman,

Here are 100 books that Managing Chaos fans have personally recommended if you like Managing Chaos. Shepherd is a community of 11,000+ authors and super readers sharing their favorite books with the world.

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Book cover of The Gifts of Imperfection: Let Go of Who You Think You're Supposed to Be and Embrace Who You Are

Kara Loewentheil Author Of Take Back Your Brain: How a Sexist Society Gets in Your Head--and How to Get It Out

From my list on women to feel confident, powerful, and brave.

Why am I passionate about this?

I’ve been a professional feminist since I had a profession. I spent the first half of my career advocating for women's equality as a reproductive rights attorney and academic. I’ve spent the second half teaching women how to liberate themselves from the inside out as a feminist mindset coach, host of the UnF*ck Your Brain podcast, and founder of The School of New Feminist Thought. These books were all crucial in helping me create more confidence and more power to impact the course of my own life, and I know they will help you do the same. 

Kara's book list on women to feel confident, powerful, and brave

Kara Loewentheil Why did Kara love this book?

Like many women, I struggled with perfectionism for much of my life and believed I always needed to do everything correctly to be accepted, loved, and safe.

I read this book as part of my journey to deconstruct the thought patterns that kept me feeling anxious, people-pleasing everyone, and always feeling bad about myself. This book helped me understand that being “perfect” wasn’t an objectively good thing to try to be, nor was it even possible.

It helped me understand the ways in which trying to be perfect or appear perfect made it impossible to actually be myself and make authentic connections as my true self. 

By Brené Brown,

Why should I read it?

6 authors picked The Gifts of Imperfection as one of their favorite books, and they share why you should read it.

What is this book about?

In hardback for the first time, this tenth-anniversary edition of the game-changing #1 New York Times bestseller features a new foreword and brand-new tools to make the work your own.

For over a decade, Brene Brown has found a special place in our hearts as a gifted mapmaker and a fellow traveller. She is both a social scientist and a kitchen-table friend whom you can always count on to tell the truth, make you laugh and, on occasion, cry with you. And what's now become a movement all started with The Gifts of Imperfection, which has sold more than two…


Book cover of Mental Models: Aligning Design Strategy with Human Behavior

Abby Covert Author Of How to Make Sense of Any Mess: Information Architecture for Everybody

From my list on for becoming a stronger sensemaker.

Why am I passionate about this?

I am an information architect, writer, and community organizer on a mission to make information architecture education accessible to everybody. I started practicing IA in pure pursuit of stronger visual design, but in the two decades since have developed an insatiable appetite for understanding and teaching the practical skills that make people better sensemakers, regardless of their role or medium. The books I chose for this list are all foundational to me becoming the sensemaker that I am today. I offer them as suggestions because they are not the books you will find should you search for “Information Architecture” yet they have all become my go-to recommendations for helping others to strengthen their own sensemaking.

Abby's book list on for becoming a stronger sensemaker

Abby Covert Why did Abby love this book?

A mental model is our unique map of all our knowledge. Each person has their own, and we can’t see each other’s mental models or even see our own. Yet those maps dictate everything about how we show up and how we interpret the world around us. 

Mental Models by Indi Young is the best deep dive into this subject and stands as a must-read for anyone making things for other humans to make sense of. If you are going to succeed in practicing information architecture, you must become increasingly adept at understanding how other people think about the world. 

I recommend this book because it takes something theoretical and presents a solid methodological approach that anyone can grasp and adapt to their process as long as they are curious. This book also served as a major inspiration when writing How to Make Sense of Any Mess, as it…

By Indi Young,

Why should I read it?

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

What is this book about?

There is no single methodology for creating the perfect product—but you can increase your odds. One of the best ways is to understand users' reasons for doing things. Mental Models gives you the tools to help you grasp, and design for, those reasons. Adaptive Path co-founder Indi Young has written a roll-up-your-sleeves book for designers, managers, and anyone else interested in making design strategic, and successful.


Book cover of Living in Information: Responsible Design for Digital Places

Abby Covert Author Of How to Make Sense of Any Mess: Information Architecture for Everybody

From my list on for becoming a stronger sensemaker.

Why am I passionate about this?

I am an information architect, writer, and community organizer on a mission to make information architecture education accessible to everybody. I started practicing IA in pure pursuit of stronger visual design, but in the two decades since have developed an insatiable appetite for understanding and teaching the practical skills that make people better sensemakers, regardless of their role or medium. The books I chose for this list are all foundational to me becoming the sensemaker that I am today. I offer them as suggestions because they are not the books you will find should you search for “Information Architecture” yet they have all become my go-to recommendations for helping others to strengthen their own sensemaking.

Abby's book list on for becoming a stronger sensemaker

Abby Covert Why did Abby love this book?

Living in Information by Jorge Arango introduces information-soaked individuals to an easy-to-grasp architectural vocabulary that describes the patterns and shifts of context in the digital (and increasingly the digitally-enhanced-physical) world.

I recommend this book as a map of the territory when it comes to designing with or for digital systems and experiences. Jorge is a wonderful storyteller as well as a crystal clear communicator and this book is a jewel on my sensemaking bookshelf.

Jorge is also one of my favorite authors to keep up with regarding information architecture. His podcast and blog are worth a follow should the subject of his book perk your interest.

By Jorge Arango,

Why should I read it?

1 author picked Living in Information as one of their favorite books, and they share why you should read it.

What is this book about?

Websites and apps are places where critical parts of our lives happen. We shop, bank, learn, gossip, and select our leaders there. But many of these places weren’t intended to support these activities. Instead, they're designed to capture your attention and sell it to the highest bidder. Living in Information draws upon architecture as a way to design information environments that serve our humanity.


Book cover of Liminal Thinking: Create the Change You Want by Changing the Way You Think

Abby Covert Author Of How to Make Sense of Any Mess: Information Architecture for Everybody

From my list on for becoming a stronger sensemaker.

Why am I passionate about this?

I am an information architect, writer, and community organizer on a mission to make information architecture education accessible to everybody. I started practicing IA in pure pursuit of stronger visual design, but in the two decades since have developed an insatiable appetite for understanding and teaching the practical skills that make people better sensemakers, regardless of their role or medium. The books I chose for this list are all foundational to me becoming the sensemaker that I am today. I offer them as suggestions because they are not the books you will find should you search for “Information Architecture” yet they have all become my go-to recommendations for helping others to strengthen their own sensemaking.

Abby's book list on for becoming a stronger sensemaker

Abby Covert Why did Abby love this book?

Liminal Thinking by Dave Gray provides a solid roadmap to help navigate through the rocky terrain of understanding and being able to change your own mind and habits.

When I first read this book, the words mind-blown could not quite cover it. I was in fact completely devastated by the truth that I learned in this book. It taught me the danger of making sense of messes while on autopilot and the power of the present moment as a forcing function in my work. ‘Liminal’ is a word I had to look up the first time I heard it, but it has since become the go-to word I use to describe those hard and squishy times when I am still making the decision about how to show up in the world. 

I recommend this book because as Dave Gray writes “Beliefs form the basis of everything people say,…

By Dave Gray,

Why should I read it?

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

What is this book about?

Why do some people succeed at change while others fail? It's the way they think! Liminal thinking is a way to create change by understanding, shaping, and reframing beliefs. What beliefs are stopping you right now?
You have a choice. You can create the world you want to live in, or live in a world created by others. If you are ready to start making changes, read this book.


Book cover of Infrastructure as Code: Dynamic Systems for the Cloud Age

Yevgeniy Brikman Author Of Fundamentals of DevOps and Software Delivery: A Hands-On Guide to Deploying and Managing Software in Production

From my list on practical, hands-on books on DevOps and software delivery.

Why am I passionate about this?

I’ve spent more than a decade working on infrastructure, from my early days at LinkedIn, where we had to do a massive DevOps transformation to save the company, to co-founding Gruntwork, where I had the opportunity to work with hundreds of companies on their software delivery practices. From all of this, I can say the following with certainty: the DevOps best practices that a handful of the top tech companies have figured out are not filtering down to the rest of the industry. This is making the entire software industry slower, less effective, and less secure—and I see it as my mission to fix that.

Yevgeniy's book list on practical, hands-on books on DevOps and software delivery

Yevgeniy Brikman Why did Yevgeniy love this book?

This is a book for practitioners, by a practitioner, full of practical learnings that I was able to start using in my work immediately.

I especially appreciated the parts teaching the core principles of infrastructure as code (e.g., systems are disposable, consistent, can easily be reproduced, etc.), core practices of infrastructure as code (e.g., use definition files, self-documented systems and processes, version all the things, etc.), and the idea of antifragile systems (rather than just systems that you prevent from breaking) and autonomic systems (rather than just automated systems).

By Kief Morris,

Why should I read it?

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

What is this book about?

Six years ago, Infrastructure as Code was a new concept. Today, as even banks and other conservative organizations plan moves to the cloud, development teams for companies worldwide are attempting to build large infrastructure codebases. With this practical book, Kief Morris of ThoughtWorks shows you how to effectively use principles, practices, and patterns pioneered by DevOps teams to manage cloud-age infrastructure.

Ideal for system administrators, infrastructure engineers, software developers, team leads, and architects, this updated edition demonstrates how you can exploit cloud and automation technology to make changes easily, safely, quickly, and responsibly. You'll learn how to define everything as…


Book cover of Practice of Cloud System Administration, The: DevOps and SRE Practices for Web Services, Volume 2

Yevgeniy Brikman Author Of Fundamentals of DevOps and Software Delivery: A Hands-On Guide to Deploying and Managing Software in Production

From my list on practical, hands-on books on DevOps and software delivery.

Why am I passionate about this?

I’ve spent more than a decade working on infrastructure, from my early days at LinkedIn, where we had to do a massive DevOps transformation to save the company, to co-founding Gruntwork, where I had the opportunity to work with hundreds of companies on their software delivery practices. From all of this, I can say the following with certainty: the DevOps best practices that a handful of the top tech companies have figured out are not filtering down to the rest of the industry. This is making the entire software industry slower, less effective, and less secure—and I see it as my mission to fix that.

Yevgeniy's book list on practical, hands-on books on DevOps and software delivery

Yevgeniy Brikman Why did Yevgeniy love this book?

This book felt like a chance to sit with a few experienced Ops people and hear their war stories.

The book is full of concrete, actionable learnings that are essential for running software, including operational requirements (e.g., configuration, draining, hot swaps, feature toggles, graceful degradation, etc.), software architecture (e.g., three-tier web service, four-tier web service, load balancing models etc.), scaling patterns (e.g., horizontal duplication, service splits, caching, etc.), resiliency patterns (software vs hardware resiliency, spare capacity, failure domains, etc.), and much more.

I loved being able to pick up decades of experience and hard-won knowledge by just flipping through a few pages of a book! 

By Thomas Limoncelli, Strata Chalup, Christina Hogan

Why should I read it?

1 author picked Practice of Cloud System Administration, The as one of their favorite books, and they share why you should read it.

What is this book about?

"There's an incredible amount of depth and thinking in the practices described here, and it's impressive to see it all in one place."

-Win Treese, coauthor of Designing Systems for Internet Commerce

The Practice of Cloud System Administration, Volume 2, focuses on "distributed" or "cloud" computing and brings a DevOps/SRE sensibility to the practice of system administration. Unsatisfied with books that cover either design or operations in isolation, the authors created this authoritative reference centered on a comprehensive approach.

Case studies and examples from Google, Etsy, Twitter, Facebook, Netflix, Amazon, and other industry giants are explained in practical ways that…


Book cover of Agile Application Security: Enabling Security in a Continuous Delivery Pipeline

Adam Shostack Author Of Threat Modeling: Designing for Security

From my list on application security for builders.

Why am I passionate about this?

Being able to understand and change reality through our knowledge and skill is literal magic. We’re building systems with so many exciting and unexpected properties that can be exploited and repurposed for both good and evil. I want to keep some of that magic and help people engineer – build great systems that make people’s lives better. I’ve been securing (and breaking) systems, from operating rooms to spaceships, from banks to self-driving cars for over 25 years. The biggest lesson I’ve learned is that if security is not infused from the start, we’re forced to rely on what ought to be our last lines of defense. This list helps you infuse security into your systems.

Adam's book list on application security for builders

Adam Shostack Why did Adam love this book?

When I worked in application security at Microsoft, we still had products that shipped every few years. I learned to scale application security in that world, but many people live in a different world now. AAS helped me understand which of our approaches translated well, which had to be transformed, and which needed to be discarded or replaced. I regularly refer back to it, even a few years later.

By Laura Bell, Michael Brunton-Spall, Rich Smith , Jim Bird

Why should I read it?

1 author picked Agile Application Security as one of their favorite books, and they share why you should read it.

What is this book about?

Agile continues to be the most adopted software development methodology among organizations worldwide, but it generally hasn't integrated well with traditional security management techniques. And most security professionals aren't up to speed in their understanding and experience of agile development. To help bridge the divide between these two worlds, this practical guide introduces several security tools and techniques adapted specifically to integrate with agile development.

Written by security experts and agile veterans, this book begins by introducing security principles to agile practitioners, and agile principles to security practitioners. The authors also reveal problems they encountered in their own experiences with…


Book cover of Investments Unlimited: A Novel About DevOps, Security, Audit Compliance, and Thriving in the Digital Age

Tanya Janca Author Of Alice and Bob Learn Application Security

From my list on DevSecOps (it is just like DevOps, done securely).

Why am I passionate about this?

I have worked in IT for over 25 years, creating and securing software. I am completely obsessed with ensuring that our software is more reliable, that its integrity can be trusted, and that it keeps our secrets safe. I am not only a computer scientist but an ethical hacker who works hard to create a dialogue between software developers and all of the people who work in our security industry. I am a teacher, a community leader, and a computer nerd who shares messages and lessons wherever she goes.

Tanya's book list on DevSecOps (it is just like DevOps, done securely)

Tanya Janca Why did Tanya love this book?

This book is set in the same universe as The Phoenix Project and The Unicorn Project, but it's at a new company named investments unlimited.

It's also a fictitious story, but with all brand new characters, and brand new problems! In this book they cover security much more deeply than any of the other previous books, talking about how compliance and audit can work together with the information security and DevOps teams.

They talk about common problems that I have faced in many organizations, and a lot of the stories feel so familiar I wonder if the authors have followed me around throughout my career.

Although of course they save the day in the end, there are many parts of the book where we're not quite sure if they're going to make it or not with various characters learning to see things in new ways, so that they can make…

By Helen Beal, Bill Bensing, Jason Cox , Michael Edenzon , John Willis

Why should I read it?

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

What is this book about?

In the vein of the bestselling The Phoenix Project and The Unicorn Project, Investments Unlimited radically rethinks how organizations can handle the audit, compliance, and security of their software systems-even in highly regulated industries. By introducing concepts, tools, and ideas to reimagine governance, Investments Unlimited catalyzes a more humane way to enable high-velocity software delivery that is inherently more secure.

Investments Unlimited, Inc. has accomplished what many other firms in their industry have failed to do: they have successfully navigated the transition from legacy ways of working to the digital frontier. With the help of DevOps practices, Investments Unlimited delivers…


Book cover of Hacking: The Art of Exploitation

Nora Sandler Author Of Writing a C Compiler: Build a Real Programming Language from Scratch

From my list on systems and system failures for programmers.

Why am I passionate about this?

I love computers, and especially computer systems. I’m interested in how different pieces of hardware and software, like processors, operating systems, compilers, and linkers, work together to get things done. Early in my career, as a software security tester, I studied how different components interacted to find vulnerabilities. Now that I work on compilers, I focus on the systems that transform source code into a running program. I’m also interested in how computer systems are shaped by the people who build and use them—I believe that creating safer, more reliable software is a social problem as much as a technical one.

Nora's book list on systems and system failures for programmers

Nora Sandler Why did Nora love this book?

One of the best ways to understand how software works is to study how it fails. When I was just starting my career in software security, I read this book to learn about binary exploits like buffer overflows. It’s been a long time since I’ve written a binary exploit, but digging into the nitty-gritty, low-level details of how software runs on a real system has helped with everything I’ve done as an engineer since.

A lot has changed since this book was published in 2008 (and running the accompanying Live CD has gotten trickier), but the fundamental concepts are as relevant as ever.

By Jon Erickson,

Why should I read it?

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

What is this book about?

Hacking is the art of creative problem solving, whether that means finding an unconventional solution to a difficult problem or exploiting holes in sloppy programming. Many people call themselves hackers, but few have the strong technical foundation needed to really push the envelope. Rather than merely showing how to run existing exploits, author Jon Erickson explains how arcane hacking techniques actually work. To share the art and science of hacking in a way that is accessible to everyone, Hacking: The Art of Exploitation, 2nd Edition introduces the fundamentals of C programming from a hacker's perspective. The included LiveCD provides a…


Book cover of A People's History of Computing in the United States

Joanne McNeil Author Of Lurking: How a Person Became a User

From my list on the origins of the tech industry.

Why am I passionate about this?

Joanne McNeil has written about internet culture for over fifteen years. Her book considers the development of the internet from a user's perspective since the launch of the World Wide Web. Her interest in digital technology spans from the culture that enabled the founding of major companies in Silicon Valley to their reception in broader culture.

Joanne's book list on the origins of the tech industry

Joanne McNeil Why did Joanne love this book?

A thorough look at the origins of personal computing and connections between computer users beginning in the 1960s that highlights the BASIC programming language and The Oregon Trail game. Shines a light on the role that universities and the education system played in fostering networks between users.

By Joy Lisi Rankin,

Why should I read it?

1 author picked A People's History of Computing in the United States as one of their favorite books, and they share why you should read it.

What is this book about?

Silicon Valley gets all the credit for digital creativity, but this account of the pre-PC world, when computing meant more than using mature consumer technology, challenges that triumphalism.

The invention of the personal computer liberated users from corporate mainframes and brought computing into homes. But throughout the 1960s and 1970s a diverse group of teachers and students working together on academic computing systems conducted many of the activities we now recognize as personal and social computing. Their networks were centered in New Hampshire, Minnesota, and Illinois, but they connected far-flung users. Joy Rankin draws on detailed records to explore how…


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