If you, or someone you know, is within 5 years of retirement, I can think of no better holiday gift than giving them one of the best retirement books available. I’ve read a lot of great books on retirement, and I’ve found them extremely helpful as I planned for, and transitioned into, retirement.
To help in your journey to “The Starting Line”, today I’ve compiled a list of the best retirement books I’ve read. I strongly recommend you read a few books as you’re planning your retirement – they’re far more comprehensive than what you can read on a blog. Having written a book myself, I appreciate the amount of work that goes into their construct, the consolidation of ideas, the building of a flow of thought, and the extensive editing that’s required to produce a book.
In short, you will capture years of someone else’s learnings by spending a few hours reading any of the best retirement books I’ve summarized below. Do yourself or a loved one a favor and consider gifting a book this holiday season.
From personal experience, I’m confident that retirement will be better as a result.
If you're planning for retirement, I can offer no better suggestion than to read a book on retirement. Here's my list of the best. Share on X
I have read every one of the books below, from cover to cover. Each has their own strength, their own voice, their own focus. Each of them is of the caliber to be included on this list of the best retirement books. There are certainly other great books out there, but if I haven’t read them, I’m not including them on my list.
To simplify your search, I’ve created four categories for my summary of the best retirement books.
- Financial Focus (the “hard” side)
- Retirement Lifestyle Focus (the “soft” side)
- Financial & Lifestyle (a blend of “hard” and “soft”)
- Philosophy of Investment (three great books that didn’t fit in the other categories)
Pick a category that resonates with you, or read a book from each to ensure you’ve thought about both the financial and lifestyle issues which are so critical to a successful retirement.
Note: If you’d like to view the books on Amazon, simply click on the book’s image or the highlighted text in the opening line of each review. (both are Amazon Affiliate Links and I’ll receive a small commission, at no cost to you, if you order thru this link).
Best Retirement Books – Financial Focus
Most folks start their retirement planning with a focus on the financial aspects of retirement. That’s necessary but insufficient. If you have an interest in the financial, I’d encourage you to pick up one of these books, but don’t stop there. Keep scrolling, and pick up a second book from the Retirement Lifestyle section to ensure you’re thinking holistically about your retirement plan.
Retirement Planning Guidebook – Wade Pfau
Dr. Pfau’s latest book, Retirement Planning Guidebook: Navigating the Important Decisions for Retirement Success (Amazon Affiliate Link, I’ll receive a small commission if you order thru this link) is the most comprehensive book on retirement I’ve ever read. To see a detailed overview, read my full book review here. A note of caution: this is an advanced piece of work, best suited to the intermediate to advanced student of retirement planning.
Control Your Retirement Destiny – Dana Anspach
When I was preparing for retirement, the most helpful book I read was Control Your Retirement Destiny: Achieving Financial Security Before The Big Transition (Amazon Affiliate Link). This book is more easily consumed by the novice investor and is particularly strong in highlighting the taxation issues you’ll face in retirement. I’ve recommended this book many times, and consider it the single best book for a soon-to-be retiree trying to get their head around the issues they need to address prior to retirement.
The WSJ Complete Retirement Guidebook – Ruffenach & Greene
My sister gifted The Wall Street Journal. Complete Retirement Guidebook: How to Plan It, Live It and Enjoy It (Wall Street Journal Guides) (Amazon Affiliate Link) to me for Christmas 5 years before I retired, and it was the first of these best retirement books I read. I took a lot of notes, and applied some of the lessons as I was planning my retirement. The best tip I received from this book was how to handle the unplanned expenses you will inevitably face in retirement (what I now call the “Expected Unexpected” expenses), and I built their proposed methodology into the Bucket Strategy I’ve been using successfully for 3+ years now in retirement.
Can I Retire Yet? Darrow Kirkpatrick
Aimed at the DIY investor, Can I Retire Yet?: How to Make the Biggest Financial Decision of the Rest of Your Life
(Amazon Affiliate Link) does a great job of helping you “navigate your journey” from the accumulation phase of your working years into the withdrawal phase of your retirement years. Darrow was one of the first retirement bloggers I followed, and this book is a great compilation of his best work.
Best Retirement Books – Retirement Lifestyle
Retirement Heaven or Hell – Mike Drak
Mike Drak ended up in Retirement Hell, survived his journey, and climbed his way to Retirement Heaven.Retirement Heaven or Hell: 9 Principles for Designing Your Ideal Post-Career Lifestyle (Amazon Affiliate Link) is the story of that journey, and the lessons he learned along the way. If you’re concerned about making a successful transition to retirement, this book is for you. Read my full book review here.
Growing Young – Marta Zaraska
Marta is a science journalist, and Growing Young: How Friendship, Optimism, and Kindness Can Help You Live to 100 (Amazon Affiliate Link) is a fascinating look at what happens inside the human body. More importantly, it represents a shift in Marta’s writing. She’s realized what really matters. She’s discovered some secrets of youth. Read my full book review here.
Younger Next Year – Crowley & Lodge
This book inspired my dedication to exercise in retirement more than anything else I’ve ever read in my life. Younger Next Year: Live Strong, Fit, Sexy, and Smart–Until You’re 80 and Beyond (Amazon Affiliate Link) is an amazing book written by a physician who specializes in longevity and a patient who is applying the doctor’s orders. If you want to add more active years to your retirement, this book is for you. Read my full book review here.
Best Retirement Books – Financial & Lifestyle
Keys to a Successful Retirement – Fritz Gilbert
I’ll admit I may be biased, but how could I write a list of the best retirement books without including the one I wrote? Keys to a Successful Retirement: Staying Happy, Active, and Productive in Your Retired Years (Amazon Affiliate Link) was a labor of love for me, and captures everything I learned as I planned for, transition into, and lived my life in retirement. If you enjoy this blog, I trust you’ll find the book of value.
Rock Retirement – Roger Whitney
I was a big fan of Roger’s podcast, The Retirement Answer Man, long before I started this blog. His work has been instrumental in my successful transition into retirement, and Rock Retirement: A Simple Guide to Help You Take Control and be More Optimistic About the Future (Amazon Affiliate Link) captures all of his key lessons in learning how to “rock retirement”.
Reimagining Retirement – Eric Weigel
This is the best book I’ve found for folks looking for a structured way to explore your Purpose in Retirement. Using his “Net Wealth” methodology, Weigel has designed a process to evaluate all of the areas that are important to living the retirement of your dreams. Reimaging Retirement (Amazon Affiliate Link) provides worksheets to guide your process, and concludes with a solid roadmap for implementing your plan. Read my full book review here.
Best Retirement Books – Philosophy of Investment
The following three books aren’t really “retirement books”, but I found them to be great books that should be of interest to anyone who studies personal finance.
The Psychology of Money – Morgan Housel
Housel is my favorite financial writer, and his blog is one I never miss. Just like the writing on his blog, you’ll find The Psychology of Money: Timeless lessons on wealth, greed, and happiness (Amazon Affiliate Link) to be a fresh take on an old subject. I just love the way this guy thinks, and his excellent writing makes it a true joy to peer inside his brilliant mind.
Money For The Rest of Us – David Stein
David Stein’s podcast has long been one of my favorites, and his book Money for the Rest of Us: 10 Questions to Master Successful Investing (Amazon Affiliate Link) captures his best content in a thought-provoking way to think about investing. With a career as an investment strategist who managed billions of dollars for his clients, his focus on valuations and market cycles is second to none. Read my full book review here.
The Simple Path to Wealth – JL Collins
A true legend, JL Collins has one of the best personal finance blogs on the planet. His Stock Series collection of posts was written to educate his daughter on how to manage her money, and became the basis of The Simple Path to Wealth: Your road map to financial independence and a rich, free life. (Amazon Affiliate Link) If you’re a parent or grandparent searching for the perfect gift to teach the next generation how to manage their money, this book is for you. Read my full book review here.
Conclusion
After 6 1/2 years of blogging, I was well past due on putting together this summary of the best retirement books I’ve read during my journey. The books above have all played a major role in my successful transition into retirement.
I trust they’ll do the same for you.
Your Turn: I know I’ve missed a bunch of great books, but I only included books I’ve personally read. What other books have you read that I should add to my reading list? If you’ve read any of the books above, which was your favorite? Why? Let’s chat in the comments…
