100 books like Your Complete Guide to a Successful and Secure Retirement

By Larry Swedroe, Kevin Grogan,

Here are 100 books that Your Complete Guide to a Successful and Secure Retirement fans have personally recommended if you like Your Complete Guide to a Successful and Secure Retirement. Shepherd is a community of 11,000+ authors and super readers sharing their favorite books with the world.

Shepherd is reader supported. When you buy books, we may earn an affiliate commission.

Book cover of Falling Upward: A Spirituality for the Two Halves of Life

Jeff Bernier Author Of The Money and Meaning Journey: A Guide to Clarity, Financial Confidence, and Joy

From my list on financial peace in retirement.

Why am I passionate about this?

As a wealth advisor for over 37 years, I find many people reach retirement lacking clarity and confidence. Traditional financial advice often focuses on things that are unknowable, uncontrollable, and frankly don’t matter that much. While sound technical investment, estate, and tax planning are critical, the soul’s need for meaning and purpose are as important as sound financial plans. The path to true financial peace may be simpler than you think. These books can help you focus on the fewer, more critical things so that you can thrive in retirement and free yourself from financial media which is not in business to support your vision of a meaningful life.

Jeff's book list on financial peace in retirement

Jeff Bernier Why did Jeff love this book?

Bob Buford introduced me to this book at the Halftime Institute in 2013.

I found this book when I was going through a difficult season - a “falling". This book has helped me understand that much of what we judge as challenges or “falling” is the raw material for personal and spiritual growth. 

And that through the wisdom and insights of these challenges, the second half can be a time of great joy and excitement. I re-read it annually.

By Richard Rohr,

Why should I read it?

4 authors picked Falling Upward as one of their favorite books, and they share why you should read it.

What is this book about?

A fresh way of thinking about spirituality that grows throughout life In Falling Upward , Fr. Richard Rohr seeks to help readers understand the tasks of the two halves of life and to show them that those who have fallen, failed, or "gone down" are the only ones who understand "up." Most of us tend to think of the second half of life as largely about getting old, dealing with health issues, and letting go of life, but the whole thesis of this book is exactly the opposite. What looks like falling down can largely be experienced as "falling upward."…


Book cover of The Behavioral Investor

Jeff Bernier Author Of The Money and Meaning Journey: A Guide to Clarity, Financial Confidence, and Joy

From my list on financial peace in retirement.

Why am I passionate about this?

As a wealth advisor for over 37 years, I find many people reach retirement lacking clarity and confidence. Traditional financial advice often focuses on things that are unknowable, uncontrollable, and frankly don’t matter that much. While sound technical investment, estate, and tax planning are critical, the soul’s need for meaning and purpose are as important as sound financial plans. The path to true financial peace may be simpler than you think. These books can help you focus on the fewer, more critical things so that you can thrive in retirement and free yourself from financial media which is not in business to support your vision of a meaningful life.

Jeff's book list on financial peace in retirement

Jeff Bernier Why did Jeff love this book?

There are many great books on behavioral investing. 

Some are quite difficult to get through with case studies and a deep discussion of the research.

What I love about this book is that Dr. Crosby pulls so much of the research together in a humorous, entertaining, and useful way. Using stories and analogies, you can learn how to be a better investor by managing your behavior.

By Daniel Crosby,

Why should I read it?

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

What is this book about?

From the New York Times bestselling author of the book named the best investment book of 2017 comes The Behavioral Investor, an applied look at how psychology ought to inform the art and science of investment management.

In The Behavioral Investor, psychologist and asset manager Dr. Daniel Crosby examines the sociological, neurological and psychological factors that influence our investment decisions and sets forth practical solutions for improving both returns and behavior. Readers will be treated to the most comprehensive examination of investor behavior to date and will leave with concrete solutions for refining decision-making processes, increasing self-awareness and constraining the…


Book cover of Simple Wealth, Inevitable Wealth: How You and Your Financial Advisor Can Grow Your Fortune in Stock Mutual Funds

Jeff Bernier Author Of The Money and Meaning Journey: A Guide to Clarity, Financial Confidence, and Joy

From my list on financial peace in retirement.

Why am I passionate about this?

As a wealth advisor for over 37 years, I find many people reach retirement lacking clarity and confidence. Traditional financial advice often focuses on things that are unknowable, uncontrollable, and frankly don’t matter that much. While sound technical investment, estate, and tax planning are critical, the soul’s need for meaning and purpose are as important as sound financial plans. The path to true financial peace may be simpler than you think. These books can help you focus on the fewer, more critical things so that you can thrive in retirement and free yourself from financial media which is not in business to support your vision of a meaningful life.

Jeff's book list on financial peace in retirement

Jeff Bernier Why did Jeff love this book?

An easy read for the retirement investor. 

It helps you understand what the real risks are and how to own equities (the world’s great businesses) to create a rising income stream in retirement.

I am usually jealous when I read anything from Nick Murray – wishing I had his gift of communicating with great conviction and humor.

I believe in the message of this book so much that I send it to clients on the one-year anniversary of our relationship!

By Nick Murray,

Why should I read it?

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

What is this book about?

Preface: Over the course of the last three decades, I've been an advisor to individual investors, and now - for want of a better description - an advisor to other financial advisors. This book will tell you absolutely everything of critical importance that learned about investing during that time. That's the good news. It may also be the bad news. It's potentially good news because if one labors diligently and lovingly at this profession for over thirty years, as I've tried to do, one learns an awful lot about how markets and investments really work. I need hardly add that,…


Book cover of Halftime: Moving from Success to Significance

Jeff Bernier Author Of The Money and Meaning Journey: A Guide to Clarity, Financial Confidence, and Joy

From my list on financial peace in retirement.

Why am I passionate about this?

As a wealth advisor for over 37 years, I find many people reach retirement lacking clarity and confidence. Traditional financial advice often focuses on things that are unknowable, uncontrollable, and frankly don’t matter that much. While sound technical investment, estate, and tax planning are critical, the soul’s need for meaning and purpose are as important as sound financial plans. The path to true financial peace may be simpler than you think. These books can help you focus on the fewer, more critical things so that you can thrive in retirement and free yourself from financial media which is not in business to support your vision of a meaningful life.

Jeff's book list on financial peace in retirement

Jeff Bernier Why did Jeff love this book?

I read this book (a second time) as I was approaching my 50th birthday.

It totally changed the way I viewed the “second half” of my life. While this book is geared to a Christian audience, it offers great encouragement on ways you can “go to the locker room” at halftime and strategically plan the second half so that it is the best half!

By Bob P. Buford,

Why should I read it?

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

What is this book about?

Your midlife doesn't have to be a crisis. In fact, the second half of your life can be better than the first. Let bestselling author Bob Buford show you how.

What do you want to do with the rest of your life?

In Halftime, Buford provides encouragement and insight to propel your life on a new course to true significance--and the best years of your life. Buford focuses on this important time of transition to the second half of your life, giving you the tools you need to:

Take stock of your successes and accomplishments thus far Redefine significance and…


Book cover of What Retirees Want: A Holistic View of Life's Third Age

Jan Cullinane Author Of The New Retirement: The Ultimate Guide to the Rest of Your Life, 3rd edition

From my list on comprehensive retirement to make you happy.

Why am I passionate about this?

I’ve lived in four states because of corporate transfers. My background is college teaching/administration, and for each relocation, I found a new job, house, and social groups. This is what retirement is about, the opportunity to learn, re-invent, re-define yourself, and pursue new opportunities and passions. My biology/psychology/relocation background prepared me to address the non-financial aspects of retirement, and I know CPAs/CFPs willing to share their financial expertise. I’ve authored five retirement books, I’m the “Healthy Living” columnist for a magazine, and I’ve been speaking/writing about retirement for the past 22 years. I have a B.S., an M.Ed., and I’m ABD for my doctorate. I can also speak backwards fluently!

Jan's book list on comprehensive retirement to make you happy

Jan Cullinane Why did Jan love this book?

I like authors who back up statements with research. Ken Dychtwald, CEO of Age Wave, has been studying the Boomer generation for more than three decades, and uses his research to not only demonstrate how this generation has transformed retirement, but also provides important insights for those who work with, sell to, or are Boomers themselves. Virtually every page has a nugget of useful and applicable information.

By Ken Dychtwald,

Why should I read it?

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

What is this book about?

"Dychtwald and Morison offer a brilliant and convincing perspective: an essential re-think of what 'aging' and 'retirement' mean today and an invitation to help mobilize the best in the tidal wave of Boomer Third Agers."
-Daniel Goleman, PhD, Author, Emotional Intelligence: Why It Can Matter More Than IQ

Throughout 99 percent of human history, life expectancy at birth was less than 18 years. Few people had a chance to age. Today, thanks to extraordinary medical, demographic, and economic shifts, most of us expect to live long lives. Consequently, the world is witnessing a powerful new version of retirement, driven by…


Book cover of The Ultimate Retirement Guide for 50+: Winning Strategies to Make Your Money Last a Lifetime

Liisa Kyle Author Of Making the Most of Your Retirement: Ways to Foster Health, Happiness & Fulfillment at Any Age

From my list on if you are thinking about retirement.

Why am I passionate about this?

As a life coach and author of two dozen self-help books, I’ve spent the past twenty years helping people prepare for, plan, and go through major life changes, such as the transition to retirement. I’ve interviewed dozens of retirees about the challenges and opportunities they’ve experienced during their retirement. I’ve designed this guide so you can be strategic in choosing your path, overcome challenges, and make adjustments to make the most of this chapter of your life.

Liisa's book list on if you are thinking about retirement

Liisa Kyle Why did Liisa love this book?

Money is the biggest concern for most people thinking about retirement. Suze Orman is the queen of straight-talk about how best to manage your finances during this chapter of your life. She explains practical steps you need to take to make sure you have enough money to last your lifetime. I love that she is ruthless about making readers consider the long-term effects of their purchases and financial decisions.

By Suze Orman,

Why should I read it?

1 author picked The Ultimate Retirement Guide for 50+ as one of their favorite books, and they share why you should read it.

What is this book about?

THE PATH TO YOUR ULTIMATE RETIREMENT STARTS RIGHT HERE

When you think about planning for retirement - whether it's years in the future or just around the corner - you're bound to have questions. Can I ever afford to stop working? Will Social Security be there for me when I need it? How can I make my money last? Have I waited too long to start saving?

Suze Orman, America's most recognized expert on personal finance, answers all the questions that keep you up at night - starting with the biggest one: It is never too late to start planning…


Book cover of Work Optional: Retire Early the Non-Penny-Pinching Way

Jonathan Chevreau Author Of Findependence Day

From my list on financial independence and retirement.

Why am I passionate about this?

I am a veteran semi-retired Canadian financial journalist who has long made a distinction between the terms “Retirement” and “Financial Independence.” I  recently turned 70 and have been financially independent since my early 60s BUT I am not yet retired. I coined the term Findependence in my financial novel Findependence Day, and since 2014 have been running the Financial Independence Hub blog, with new blogs every business day.

Jonathan's book list on financial independence and retirement

Jonathan Chevreau Why did Jonathan love this book?

I’ve always like the phrase “Work Optional” to describe the state of being financially independent enough that you don’t have to work for money anymore, but nevertheless choose to for reasons like having a purpose, or structure.

Work Optional is also the title of another fine American book on Financial Independence, bearing the subtitle Retire Early the Non-Penny-Pinching Way. The author is an American woman, Tanja Hester, who “retired” early at age 38, along with her husband Mark, who was then 41. I put the word “retired” in quotes because, as is usually the case with advocates of the so-called FIRE movement (Financial Independence, Retire Early), Hester didn’t actually retire to do nothing.

Generally, I find that when FIRE proponents say they “retired” at 30 or 40, what they really mean is they quit working as salaried employees for a corporation, to launch what amounts to an encore career built…

By Tanja Hester,

Why should I read it?

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

What is this book about?

A practical action guide for financial independence and early retirement from the popular Our Next Life blogger.

In today's work culture, we're expected to hustle around the clock. But what if you could escape the traditional path and get on one that doesn't require working full-time until age 65? What if you could wake up every day without an alarm clock and do the things you love most?

Tanja Hester and her husband Mark left their crazed careerist lifestyle to live their dream life in Lake Tahoe, retiring early from high-stress careers. Now Tanja will help you map out a…


Book cover of The Great 401(k) Hoax: Why Your Family's Financial Security Is at Risk, and What You Can Do about It

James W. Russell Author Of The Labor Guide to Retirement Plans: For Union Organizers and Employees

From my list on retirement plans if you don’t trust Wall Street.

Why am I passionate about this?

I became fascinated with retirement plans and policy when I realized that my 401(k)-like retirement plan with a high rate of savings and investment returns would still come up way short in terms of the retirement income needed for me and my family. That led me to initiate a winning campaign to allow those of us in that plan to switch to our employer’s pension plan. In leading that struggle, I had to learn everything possible, beyond what I already knew, about retirement plans. I have a Ph.D. in sociology from the University of Wisconsin and have studied retirement plans in Latin America and Europe as well as the United States.

James' book list on retirement plans if you don’t trust Wall Street

James W. Russell Why did James love this book?

Wolman and Colmosca, former BusinessWeek writers, were among the early writers to expose just how bad 401(k)s were for workers. They showed how Wall Street interests profited from the plans at the expense of retirement security. They knew a lot about stock market investing and doubted that, even in the best of situations, the stock market would be able to produce enough value to adequately support retirees. They came to the conclusion that the 401(k) system could not be reformed and should be abolished. I liked the book because it was coming from people within the system (BusinessWeek) who realized that it was not working. 

By William Wolman, Anne Colamosca,

Why should I read it?

1 author picked The Great 401(k) Hoax as one of their favorite books, and they share why you should read it.

What is this book about?

The American public was hoodwinked: 401(k)s were established to satisfy corporations, not the interests of working Americans. Portrayed as a perpetual wealth machine, the 401(k) was meant to satisfy the needs of every employee. Yet, it was an impossible promise to fulfill: It was the great 401(k) hoax. According to William Wolman and Anne Colamosca, this was the latest act in the gradual erosion of the nation's retirement system. Drawing from reams of historical and contemporary data as well as economic, social, and political trends, they reveal the system's troubled 100year history. Beyond exposing the hoax, the authors urge everyone…


Book cover of What the Happiest Retirees Know: 10 Habits for a Healthy, Secure, and Joyful Life

Jan Cullinane Author Of The New Retirement: The Ultimate Guide to the Rest of Your Life, 3rd edition

From my list on comprehensive retirement to make you happy.

Why am I passionate about this?

I’ve lived in four states because of corporate transfers. My background is college teaching/administration, and for each relocation, I found a new job, house, and social groups. This is what retirement is about, the opportunity to learn, re-invent, re-define yourself, and pursue new opportunities and passions. My biology/psychology/relocation background prepared me to address the non-financial aspects of retirement, and I know CPAs/CFPs willing to share their financial expertise. I’ve authored five retirement books, I’m the “Healthy Living” columnist for a magazine, and I’ve been speaking/writing about retirement for the past 22 years. I have a B.S., an M.Ed., and I’m ABD for my doctorate. I can also speak backwards fluently!

Jan's book list on comprehensive retirement to make you happy

Jan Cullinane Why did Jan love this book?

This gem of a book translates the results of Wes Moss’s survey of more than 2,000 happy retirees into ten actionable habits that help you achieve your best “second act.” I love the author’s easy, breezy writing style. Find out how many “core pursuits” are needed to make you a happier retiree!

By Wes Moss,

Why should I read it?

2 authors picked What the Happiest Retirees Know as one of their favorite books, and they share why you should read it.

What is this book about?

The bestselling author of You Can Retire Sooner Than You Think and host of Money Matters reveals the 10 essential habits for a rich, rewarding, and blissful retirement.

What does it take to have a truly happy retirement? Is it money? A mortgage-free home? An active social life? A long-lasting marriage-or maybe a new one? Finance expert, author, and radio host Wes Moss asked more than 2,000 of the nation's happiest retirees to find out-and their answers may surprise you. Through a series of revealing surveys, Moss noticed a pattern of distinct, recognizable habits that the happiest retirees shared, from…


Book cover of Retirement Income Redesigned: Master Plans for Distribution -- An Adviser's Guide for Funding Boomers' Best Years

Wade Pfau Author Of Retirement Planning Guidebook: Navigating the Important Decisions for Retirement Success

From my list on preparing you for retirement.

Why am I passionate about this?

I am economist who first started exploring retirement planning for my own personal situation. I became so captivated by the topic that I changed fields and was selected as the Professor of Retirement Income at the American College of Financial Services. I am a past curriculum director for the Retirement Management Analyst designation and past program director for the Retirement Income Certified Professional designation. More recently, I am the co-creator of the Retirement Income Style Awareness and co-host of the Retire with Style podcast. I enjoy learning and teaching about all topics related to retirement.

Wade's book list on preparing you for retirement

Wade Pfau Why did Wade love this book?

Harold Evensky and Deanna Katz bring together a collection of experts to explore many different facets of retirement income planning.

This book was ahead of its time in exploring retirement income as a distinct field of financial planning, and it laid important foundations in place. Readers can learn from leading experts about understanding sequence-of-return risk, spending from investments, using annuities, and much more.  

By Harold Evensky (editor), Deena B. Katz (editor),

Why should I read it?

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

What is this book about?

Clients nearing retirement have some significant challenges to face. And so do their advisers. They can expect to live far longer after they retire. And the problems they expect their advisers to solve are far more complex. The traditional sources of retirement income may be shriveling, but boomers don't intend to downsize their plans. Instead, they're redefining what it means to be retired―as well as what they require of financial advisers. Planners who aren't prepared will be left behind. Those who are will step up to some lucrative and challenging work.

To help get the work done, Harold Evensky and…


5 book lists we think you will like!

Interested in seniors, personal finance, and planning?

Seniors 35 books
Personal Finance 90 books
Planning 49 books