8 Software Automation Books That Separate Experts from Amateurs

Hilary Mason, Jeff Hicks, and Doug Finke recommend Software Automation Books to boost your skills and productivity

Hilary Mason
Updated on June 24, 2025
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What if you could reclaim hours each week by letting your computer handle the tedious stuff? For many, software automation is the secret weapon to boost productivity and reduce burnout. This field has exploded in importance as businesses and individuals seek smarter workflows, and the right knowledge can accelerate that journey.

Leading voices like Hilary Mason, a data scientist who champions practical coding for everyday tasks, and Jeff Hicks, a Microsoft MVP who transforms PowerShell scripting into powerful automation, have shaped the way professionals approach these challenges. Their experiences reveal automation as a craft blending creativity with efficiency—whether it's scripting emails or orchestrating complex deployments.

While these expert-curated books provide proven frameworks, readers seeking content tailored to their specific background, skill level, and goals might consider creating a personalized Software Automation book that builds on these insights to match your unique journey.

Best for practical task automation beginners
Hilary Mason, a data scientist and founder known for her work in applied machine learning, appreciates this book because it captures the joy of programming as a series of small, satisfying victories. She highlights how it transforms tedious tasks into opportunities for automation and efficiency, making coding approachable and rewarding. Her endorsement underlines how this guide reshaped her view on Python’s role in everyday productivity. Mashable echoes this sentiment, pointing out its practical applications for automating spreadsheets, web crawling, and document parsing, making it useful for a broad range of professionals looking to boost their productivity.
HM

Recommended by Hilary Mason

Data scientist and founder

The best part of programming is the triumph of seeing the machine do something useful. Automate the Boring Stuff with Python frames all of programming as these small triumphs; it makes the boring fun.

What started as Al Sweigart's desire to make programming accessible to everyone became a practical guide that teaches you how to automate repetitive tasks using Python. You learn to write scripts that handle file management, web scraping, email automation, and spreadsheet updates without prior coding knowledge. Each chapter builds your skills by walking through real examples like renaming files and sending emails, with a new focus on input validation and Google Sheets automation. If you want to save time on tedious computer tasks and gain confidence in Python, this book equips you with clear, hands-on techniques tailored for beginners.

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Best for enterprise RPA deployment leaders
Tom Taulli, a software developer since the 1980s and seasoned tech entrepreneur, brings decades of experience to this guide on Robotic Process Automation. Having founded multiple companies and contributed AI insights to Forbes.com, Taulli draws on his deep industry knowledge to demystify RPA for IT professionals. His background uniquely positions him to explain how RPA fits into broader digital transformation efforts, making this book a practical manual for those navigating automation challenges today.
2020·366 pages·Software Automation, Office Automation, Robotics, Strategy, Robotic Process Automation

The methods Tom Taulli developed while navigating the evolving landscape of software since the 1980s inform this detailed guide to Robotic Process Automation (RPA). You’ll learn how to implement RPA systems that automate repetitive, rules-based tasks like data entry and form filling, with insights drawn from real-world case studies demonstrating tangible ROI and compliance improvements. Chapters cover selecting the right RPA tools, overcoming workforce resistance, and integrating with legacy systems, making it a practical resource for IT managers aiming to streamline operations. This book suits anyone responsible for deploying automation in mid- to large-scale companies, offering a clear-eyed look at both benefits and challenges.

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Best for personal automation plans
This AI-created book on software automation is crafted based on your experience level, interests, and goals. By sharing which automation areas you want to focus on and your background, you receive a tailored guide that covers exactly what you need. This custom approach helps you bypass generic content, zeroing in on techniques and topics that matter most to your workflow and projects. Personalization here ensures efficient learning that translates directly into practical automation mastery for your unique context.
2025·50-300 pages·Software Automation, Automation Techniques, Scripting Languages, Workflow Integration, Testing Automation

This tailored book explores the multifaceted world of software automation, offering a personalized pathway through complex expert content. It examines various automation techniques, tools, and applications, focusing specifically on your background and goals to provide a deeply relevant learning experience. By tailoring coverage to your interests, it reveals how different automation methods can create measurable impact in software development and operations. The book embraces the full spectrum from foundational concepts to advanced practices, matching your skill level and desired outcomes. This personalized approach ensures you navigate the intricacies of automation efficiently, mastering techniques that resonate with your unique needs and ambitions.

Tailored Guide
Automation Optimization
3,000+ Books Created
Best for advancing PowerShell automation skills
Jeff Hicks, PowerShell author and Microsoft MVP, found this book invaluable after mastering the basics and seeking to apply PowerShell professionally. He remarked, "You've spent a few months learning PowerShell and PowerShell scripting. Now you're ready to get down to business. 'Practical Automation with PowerShell' will help you put all that knowledge to practical use, and you'll learn to think like a PowerShell professional." This book transformed his approach to scripting by emphasizing reusable, maintainable code and practical automation strategies. Alongside him, Doug Finke, another Microsoft MVP, praises Dowst's ability to cover both UI creation and serverless functions, highlighting the book's depth and breadth for anyone eager to deepen their PowerShell skills.

Recommended by Jeff Hicks

PowerShell author and Microsoft MVP

You've spent a few months learning PowerShell and PowerShell scripting. Now you're ready to get down to business. "Practical Automation with PowerShell" will help you put all that knowledge to practical use, and you'll learn to think like a PowerShell professional.

2023·416 pages·Software Automation, PowerShell, DevOps, Cloud Automation, Scripting

Drawing from over 15 years in IT management and consulting, Matthew Dowst crafts a detailed guide that moves PowerShell automation beyond simple scripting into robust, reusable solutions fit for enterprise environments. You learn to build adaptable functions, manage sensitive data securely, and integrate with tools like Azure Automation and Jenkins, with practical examples spanning local servers to cloud systems. The book also guides you in structuring code for sharing and maintaining it with source control, plus creating user-friendly front ends for non-technical team members. If you're a sysadmin or IT pro ready to elevate your scripting into adaptable automation frameworks, this book lays out a clear path without unnecessary jargon or fluff.

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Best for configuration management pros
Bas Meijer is a freelance software engineer and DevOps coach with extensive experience spanning internet hosting, high-frequency trading, cloud security, and government sectors. An Ansible Ambassador since 2014 and a HashiCorp Ambassador in 2021, his deep expertise shapes this book, offering you practical insights and clear guidance on deploying Ansible for automation challenges across diverse environments.
2022·470 pages·Software Automation, Ansible, Configuration Management, DevOps, Playbooks

After analyzing countless cases in software deployment, Bas Meijer, alongside Lorin Hochstein and René Moser, developed this guide to simplify configuration management through Ansible. You gain hands-on skills to write playbooks, manage Linux, Windows, and network devices, and create reusable automation content for complex environments. The book breaks down Ansible's declarative modules and new collections format, helping you automate CI/CD pipelines and cloud infrastructure efficiently. If you're a developer or sysadmin looking to streamline deployment without juggling agents or complex setups, this book lays out a straightforward path to mastering Ansible’s capabilities.

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Best for sysadmins automating workflows
Adam Bertram is a seasoned IT professional with 20 years of experience and a Microsoft MVP title. His extensive background as an entrepreneur, trainer, and content creator informs this book, making it a solid resource for system administrators eager to harness PowerShell's full potential in automating daily workflows and managing complex environments.
2020·320 pages·Software Automation, Sysadmin, PowerShell, Script Writing, Active Directory

Adam Bertram’s two decades in IT shape this practical guide to mastering PowerShell for system administrators. You’ll learn how to automate everyday tasks like managing Active Directory, deploying Windows environments, and building server inventories through real-world scripts and modules. Chapters on parsing XML and JSON and working with cloud domains like Azure and AWS extend your toolkit beyond basic scripting. If you’re tasked with streamlining IT workflows or cutting down manual server management, this book shows you how to take control without expensive tools or consultants.

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Best for custom automation plans
This AI-created book on automation skills is tailored based on your current experience and specific goals. You tell us what automation areas you want to focus on, the challenges you face, and your desired outcomes. The book then provides a personalized, step-by-step path to help you boost your automation abilities in just one month. It’s like having a custom mentor guiding your learning journey, focusing on what matters most to you without extra filler.
2025·50-300 pages·Software Automation, Automation Planning, Scripting Basics, Workflow Design, Tool Selection

This tailored book explores a focused, step-by-step plan designed to boost your automation capabilities within just one month. It examines core automation concepts alongside practical progressions tailored to your background and goals, helping you engage with the subject matter deeply yet efficiently. By matching content to your interests and skill level, it reveals how you can navigate complex automation tools and techniques without unnecessary detours. The personalized approach ensures that each chapter speaks directly to your needs, allowing you to build skills steadily and confidently. Whether you aim to streamline workflows, master scripting, or enhance deployment processes, this book covers the essentials with clarity and enthusiasm.

Tailored Guide
Automation Skillbuilding
1,000+ Happy Readers
Best for Linux and Unix automation scripting
Jason Cannon started his career as a Unix and Linux System Engineer in 1999, applying his skills at companies like Xerox, UPS, Hewlett-Packard, and Amazon.com. His extensive experience across multiple Linux distributions and Unix systems informs this book, which aims to teach you how to harness the power of shell scripting to automate tasks. As the founder of the Linux Training Academy and author of programming guides, Cannon brings practical insights and structured lessons that make complex scripting accessible for those working in Linux, Unix, or Mac environments.

Jason Cannon's decades of experience as a Unix and Linux System Engineer shape this guide to shell scripting, focusing on practical skills for automating command line tasks. You learn not only how to write scripts but also how to troubleshoot errors, accept user input, and handle command-line arguments effectively, with a handy shell script checklist and template included. The book offers real-world script examples drawn from Cannon's work at major companies like Amazon and Hewlett-Packard, making it particularly useful for sysadmins, developers, and IT professionals working in Linux, Unix, or Mac environments. If you're looking to replace repetitive manual tasks with efficient automation, this book equips you with the core programming approaches to do so.

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Best for software release automation experts
Jez Humble brings two decades of software experience, contributing to multiple acclaimed books including the Jolt Award-winning Continuous Delivery. His work with diverse organizations, from startups to the US Federal Government’s 18F team and Google, gives this book a unique authority. Humble’s expertise as a site reliability engineer and educator at UC Berkeley informs detailed guidance on automating software releases, helping you deliver value more reliably and rapidly.

The breakthrough moment came when Jez Humble and David Farley distilled years of hands-on experience across diverse software environments into a clear vision for rapid, reliable software delivery. You’ll learn how to automate build, test, and deployment processes to reduce risk and accelerate releases, guided by the concept of the deployment pipeline and supported by modern infrastructure management techniques. Chapters detail everything from incremental feature development on large teams to managing compliance and governance in automated environments. This book suits developers, testers, systems administrators, and managers who want to transform cumbersome release cycles into streamlined workflows that deliver business value faster and with confidence.

Jolt Excellence Award Winner
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Best for network engineers embracing automation
Jason Edelman is a recognized expert in network automation and co-founder of Network to Code, a company dedicated to network automation solutions. His extensive experience in the field informs this book, which equips you with the essential skills and tools to automate network operations and prepare for next-generation network engineering challenges.
2018·581 pages·Software Automation, Network Engineering, Python Programming, Linux Fundamentals, APIs

Jason Edelman, co-founder of Network to Code and a seasoned network automation expert, wrote this book to address the critical shift network engineers face as manual methods become obsolete. You’ll gain hands-on skills in Python programming, Linux fundamentals, and key data models like JSON and YANG, all tailored specifically for automating network configurations and operations. Chapters on tools like Ansible, Salt, and source control with Git show you how to build reliable automation pipelines. This book suits network engineers ready to embrace coding as part of their daily workflow, though it assumes some technical background to fully benefit from its depth.

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Conclusion

Together, these eight books chart a course through the layered world of software automation—from beginner-friendly Python scripting to advanced network programmability. They emphasize themes of practical application, strategic deployment, and adapting automation to complex environments.

If you're just starting out, Automate the Boring Stuff with Python offers approachable projects that quickly pay off. For those managing enterprise scale or cloud environments, pairing The Robotic Process Automation Handbook with Practical Automation with PowerShell provides a strategic and technical toolkit. Network engineers will find focused guidance in Network Programmability and Automation to stay ahead.

Alternatively, you can create a personalized Software Automation book to bridge the gap between general principles and your specific situation. These books can help you accelerate your learning journey and build automation skills that truly make a difference.

Frequently Asked Questions

I'm overwhelmed by choice – which book should I start with?

Start with "Automate the Boring Stuff with Python" if you’re new to automation. It introduces practical programming with clear examples, making it easy to see immediate benefits.

Are these books too advanced for someone new to Software Automation?

Not at all. Books like "Automate the Boring Stuff with Python" and "PowerShell for Sysadmins" cater to beginners, while others like "Continuous Delivery" offer depth for advanced learners.

What’s the best order to read these books?

Begin with foundational scripting guides, then move to specialized topics like RPA and network automation. For example, start with Python or PowerShell books before tackling "The Robotic Process Automation Handbook."

Are any of these books outdated given how fast Software Automation changes?

While technology evolves, core automation principles in these books remain relevant. Titles like "Continuous Delivery" and "Ansible" continue to influence modern practices.

Which book gives the most actionable advice I can use right away?

"Automate the Boring Stuff with Python" and "Practical Automation with PowerShell" provide hands-on scripts and techniques you can apply immediately to automate daily tasks.

How can I apply these expert books to my unique automation needs?

These books offer solid frameworks, but personalized automation strategies can match your specific goals. Consider creating a personalized Software Automation book to bridge expert insights with your situation.

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