Table of Contents
The startup world is built on the culture of learning. When entrepreneurs understand the importance of self-development and make it part of their company’s ethos, everybody wins. After all, successful businesses aren’t grown in silos.
A proven way to learn new things is to read books by experienced founders. But with so many great books out there, where should you start?
We asked the Baremetrics Twitter community for their top recommendations. Here is the list organized in the order they were shared in the comments. Happy reading!
1. Predictable Revenue by Aaron Ross and Marylou Tyler
If you or your sales team do any outbound prospecting, you should definitely prioritize reading Predictable Revenue. According to Ross and Tyler, a consistent flow of qualified leads is key to achieving year-after-year growth.
They offer a step-by-step guide to hiring the right sales talent, organizing an effective sales team, and executing their Cold Calling 2.0 technique at repeatable scale.
2. The Hard Things About Hard Things by Ben Horowitz
Ben Horowitz is a cofounder of Andreessen Horowitz and one of Silicon Valley’s most respected entrepreneurs and investors. In The Hard Thing About Hard Things, Horowitz distills years of experience building companies into actionable lessons of leadership.
Unlike many business books that try to sell you on what to do right, Horowitz instead acknowledges that screw-ups are inevitable, and details how he and his teams overcame challenges.
One of our favorite takeaways: “Take care of the people, products, and profit (in that order).”
The Hard Thing About Hard Things was mentioned in our Founder Chats episode with Brian Parks of Bigfoot Capital. Listen to it here!
3. Zero to One: Notes on Startups, or How To Build the Future by Peter Thiel
Peter Thiel is a cofounder of PayPal and known for his investments in companies including Facebook, SpaceX, Airbnb, LinkedIn, Yelp and Stripe.
Zero to One is Thiel’s guide to thinking about startups in different and often counterintuitive ways. Even if you don’t agree with everything Thiel writes, you’ll appreciate this book as an exercise in rethinking conventional wisdom to imagine products as novel solutions with huge impact.
4. The Challenger Sale by Brent Anderson and Matthew Dixon
The Challenger Sale is another must-read for sales teams. According to Adamson and Dixon, effective sales reps don’t just build relationships with prospective customers, they challenge them.
This means that instead of leading sales conversations with facts and figures about a product (yawn), Challengers (their term for salespeople) aim to educate customers and tailor their messaging to the customer’s unique needs.
Rather than being apologetic about trying to sell, Challengers are assertive and take control of the conversation.
5. Good to Great: Why Some Companies Make the Leap… And Others Don’t by Jim Collins
Although it was published over 20 years ago, the core tenets of Good to Great remain relevant and useful today.
Based on five years of research comparing companies that became highly successful (think Kroger and Wells Fargo) with others that did not, Good to Great argues that greatness is not merely circumstantial, but rather the result of curiosity and discipline to work towards goals.
6. Getting Real by Jason Fried and David Heinemeier Hansson
If you work in tech, you likely know Fried and Hansson as the cofounders of Basecamp and industry thought leaders. Not to mention, Hansson is the creator of Ruby on Rails, the web application framework that companies like Airbnb and Crunchbase have used to build their sites.
Getting Real is Fried and Hannson’s (and by extension, Basecamp’s) playbook of all things web development. It covers design, programming, marketing, and business practices in thorough, but practical detail. Whether you’re technical or not, anyone working on web-based applications will learn something from this book.
Bonus: you can download it online for free.
7. Built to Sell: Creating a Business That Can Thrive Without You by John Warrillow
According to Warrillow, the number one mistake entrepreneurs make is building companies that rely way too much on them. In other words, it’s bad news if the entrepreneur becomes synonymous with the company. This is a problem because when it comes time to sell the company buyers aren’t confident that it can succeed without the founder.
In Built to Sell, Warrillow says entrepreneurs should pursue three criteria- teachable, valuable, repeatable- across company functions to build a sustainable and sellable business.
8. Make Your Mark: The Creative’s Guide to Building a Business by Jocelyn K. Glei
Whereas most business books are geared towards managers, Make Your Mark is written for the creative who wants to turn their skills into profitable businesses.
Glei introduces the book with helpful tips around finding a purpose then details how to build a company that is lean, focused, and customer-centric. The book includes insights from 20 entrepreneurs and designers who helped build companies like Warby Parker, Facebook, and Bonobos.
9. What is Strategy by Michael E. Porter
Michael E. Porter is the author of nineteen books, a multiple founder and co-founder, and esteemed Harvard Business School professor.
What is Strategy in particular has remained popular among academics and non-academics alike for its position on strategy: operational effectiveness, while important to a company’s growth, is not sufficient because its techniques are easy to imitate.
Strategy, he teaches, doing things differently from your competitors to deliver greater value at a lower cost.
Note: This article is available only to Harvard Business Review subscribers.
10. Zero to Sold by Arvid Kahl
Arvid Kahl is a software engineer turned entrepreneur and writer. Zero to Sold details his decade-long journey of bootstrapping, building, and selling Feedback Panda, an edtech SaaS business, in 2019.
People love Zero to Sold for a lot of reasons– one being that it’s relatable. While stories about unicorn companies are certainly exciting, learning from the experience of someone whose circumstances mirror yours is arguably more helpful when it comes to strategy and tactical decision-making.
Conclusion
Getting into a habit of reading can have great outcomes for founders and leaders alike. Whether you’re seeking expertise on a specific topic, inspiration to keep going, or just a window into the mind of an entrepreneur you admire, books are an easy way to do so.
We hope you found your next great read on this list, and if there’s a title that should be on here, tell us!
This post originated as a question on Twitter. See the full thread here.
Frequently Asked Questions
-
What are the best books for SaaS founders looking to scale a subscription business?
The best books for SaaS founders covering subscription business growth include Zero to Sold by Arvid Kahl, Built to Sell by John Warrillow, and Predictable Revenue by Aaron Ross and Marylou Tyler.
These titles are consistently recommended by founders running B2B subscription businesses because they address the specific mechanics of scaling recurring revenue, building repeatable sales processes, and creating a company that does not depend entirely on the founder. Zero to Sold is especially useful for early-stage SaaS operators because Kahl bootstrapped and sold a real SaaS product, so the unit economics and churn decisions he describes are grounded in operational reality rather than theory. Pair your reading with real data from your own subscription stack so lessons translate directly into decisions about MRR, retention, and growth. -
How do I benchmark my SaaS churn rate against similar subscription companies?
You can benchmark your churn rate against similar SaaS companies by using open industry data that segments results by MRR range, business model, and customer type.
Generic averages are rarely useful because churn varies significantly across customer segments, pricing tiers, and billing intervals. Baremetrics publishes open benchmark data drawn from hundreds of subscription businesses, so you can compare your monthly churn rate against companies at a similar revenue stage rather than guessing against industry-wide numbers. When reviewing your position, look at both voluntary churn driven by cancellations and involuntary churn caused by failed payments, since the two have different root causes and different fixes. Understanding which type dominates your churn mix is the starting point for any meaningful retention work. -
What is the simplest way to track MRR movements like new revenue, expansion, and churn in one place?
The simplest way to track MRR movements is to connect your payment processor to a subscription analytics platform that automatically splits revenue into new MRR, expansion MRR, contraction MRR, and churned MRR.
Doing this manually in spreadsheets introduces lag and error, especially once you have multiple pricing tiers or annual versus monthly billing to reconcile. Baremetrics connects directly to Stripe, Braintree, and Recurly and surfaces these movements in real time with no custom setup required. Separating these four MRR components matters because they point to different problems: high churned MRR signals a retention issue, while flat expansion MRR suggests your upsell motion is underperforming. Sharing a live dashboard view of these metrics with your finance lead or investors removes the need for manual reporting entirely. -
How can I reduce involuntary churn caused by failed payments in a subscription business?
You can reduce involuntary churn from failed payments by automating payment retries using a tool that applies intelligent retry logic based on failure reason rather than retrying at fixed intervals.
Failed payments are one of the most recoverable forms of churn because the customer has not chosen to leave. The revenue loss is purely operational. Baremetrics includes a feature called Recover that automatically retries failed charges, sends customised dunning emails, and tracks recovery rate as a standalone metric so you can see exactly how much MRR you are saving each month. Without an automated recovery process, subscription businesses typically lose between 20 and 40 percent of churned revenue to payment failures alone, most of which is recoverable with the right retry sequence in place. -
Which books on sales and strategy are most useful for B2B subscription business founders?
The most useful books on sales and strategy for B2B subscription founders are The Challenger Sale by Adamson and Dixon, Predictable Revenue by Ross and Tyler, and What Is Strategy by Michael Porter.
For essential reading on building a repeatable sales process, Predictable Revenue is the standard reference for outbound lead generation at scale. The Challenger Sale is worth prioritising for any founder or sales lead who wants to move beyond relationship-based selling and instead teach prospects something new about their own business. Porter's strategy framework is relevant for subscription businesses thinking about differentiation: operational improvements are easy for competitors to copy, but a genuinely different go-to-market approach is not. Reading these alongside your own acquisition channel data and trial-to-paid conversion rates makes the lessons immediately actionable rather than theoretical.
