Leaders are readers, and since we aim to help you grow into a leader in the Insurance Industry we created this page to be an always up to date list of our best book recommendations for future insurance leaders!

Note: We are a part of the Amazon Affiliate Program. If you purchase a book from one of the Insurance Nerds links, Insurance Nerds may get a fee for the referral. This fee would come at no extra cost to you. 

Insurance Nerds Original Books:

Insuring Tomorrow: Engaging Millennials in the Insurance Industry

Carly and Tony spent five years researching how to retain Millennials in the insurance industry and you can learn everything we learned by reading this book!


When Words Collide: Resolving Insurance Coverage and Claims Disputes by Bill Wilson

Written by Bill Wilson, the U.S.A.’s foremost authority on insurance policy language: Practical and entertaining guide to understanding insurance policies. The culmination of a legendary career that stretches over six decades. Learn from the actual stories of thousands of real-life claims. Learn a rock-solid foundation to anchor your technical insurance knowledge. There is simply no substitute for experience, and in this book, Bill distills 50+ years of insurance experience, shared with the love of an educator. Nothing destroys your customers’ trust more than a bad claims experience. If you’re an agent, you sell promises. Promises that somebody else (a claims adjuster) has to deliver on. That puts you in a tough situation. This book will pay for itself many times over if it helps you save a single client, and it’s going to save you many customers over the years. Decades of deep, technical insurance experience distilled into a simple book It’s like having a mentor who is a world-class technical expert, and at the same time, a passionate and dedicated educator. Chock full of practical examples. This is not a theoretical manual; it’s a deeply practical, interesting, and entertaining read that will be useful for decades to come.


The End of Insurance As We Know It: How Millennials, InsurTech, and Venture Capital Will Disrupt the Ecosystem by Rob Galbraith

Change is coming to insurance. The tradition-bound P&C industry is on the cusp of the most radical change since the invention of the automobile. And leaders are unprepared for the size, scale, and speed of what’s to come from the wave of millennials, new technology, and venture capital funding coming our way.

Insurance has been largely immune to upheavals for reasons that startups do not comprehend. Brand recognition, reams of customer data, legal contracts and regulation all make insurance much harder to conquer for insurtech startups.

But this time is truly different. Forces have been unleashed that will upend the industry sooner than you think. Collaborate or compete? Start small or go big? Pure tech play or MGA? The End of Insurance As We Know It bridges the divide between the traditional players, startups, and investors to show the areas where opportunities for disruption are ripe and what technologies you need to know about to stay relevant in our revolutionary time. Learn why insurance is the perfect digital product and gain a competitive edge no matter where you stand today in the ecosystem.


Early Career Books

The Happiness Advantage: The Seven Principles of Positive Psychology that Fuel Performance at Work by Shawn Achor

Shawn Archor grew up in a regular middle class family in Texas. In his senior year in high school he applied to Harvard on a dare and got in. He went to the Ivy League and was shocked to find that many of his classmates were deeply unhappy regardless of the fact that they came from some of the richest and most powerful families in the US and were in line for amazing lives once they finished their shiny Harvard degrees. He decided to major in Psychology and earn both his BS and Masters degree at Harvard. When he started his graduate studies he focused his research on Positive Psychology and that’s what the book is about.

The first half of the book explains why happiness is important and the second half is about scientifically proven ways to become happier. This is one of Tony’s favorite books and we decided to include it in the Career section of the bookshelf because we truly believe it can change your career, and you life!

Crucial Conversations: Tools for Talking When Stakes Are High by Kerry Patterson

In your career you’re going to have several crucial conversations that will be inflection points that will make our break it. Whether it’s asking for a raise, fixing a mistake or asking for a promotion you need to be prepared to get these conversations right the first time. This is your guide.

Lean In: Women, Work, And The Will To Lead by Sheryl Sandberg

Sheryl Sandberg, the COO of Facebook, wrote this manifesto for working women and both Carly and Tony loved it. We recommend you read it regardless of your gender to help you grow yourself and your fellow female coworkers. The book started a movement and the Lean In Foundation.

Quiet: The Power of Introverts in a World That Won’t Stop Talking by Susan Cain

Carly is a textbook introvert (as are probably half of our readers) and she loved this one. This book helps introverts better understand how to survive and thrive in our extrovert-biased world. Her favorite part was the many tips and tricks to help an introvert feel energized and to become more effective in the business and professional world. Some of her favorite tips are to volunteer to help organize events to feel more at home and to take a few minutes of quiet time in your room or another quiet place to reload in between very social activities. There is so much more to learn from this book and if you’re an introvert you should make this one a priority.

How to Win Friends and Influence People by Dale Carnegie

This classic from 1936 has sold over 30 million copies and for good reason. If you haven’t read it yet, and we’re guessing most of our younger readers haven’t, now is the time to jump on it. It’s short and an easy read, just keep in mind it’s old and some things might be a bit archaic, but it’s well worth a read.

Who Moved My Cheese by Spencer Johnson

This delightful little fable is only 95 pages and it will help you understand change and how to react to it. Change is the only constant and in your business and insurance career you are going to see a LOT of change, we guarantee it. This is a good place to start so you’ll be prepared when it happens.

Getting to Yes: Negotiating an Agreement Without Giving In by Roger Fisher

Learning to negotiate is important both in the performance of your job and to negotiate better salary, title, etc. There are many books on negotiation and this is one of our favorites because it keeps it simple. This should be your first read about how to negotiate, before jumping into more complex stuff.

Tribes: We Need You to Lead Us by Seth Godin

Seth Godin is an awesome marketer. He has written several books but we chose this one to include in the list because it’ll help you understand the importance of becoming an influencer and how you can do that through social media. We have used much of the advice in this book in order to market and to create our little niche in the industry. It helped us understand who our people are and how to influence them.

The 80/20 Principle: The Secret to Achieving More with Less by Richard Koch

This book will get you in trouble, and we take no responsibility for that, so use carefully!

Everyone has heard of Paretto’s 80/20 principle: 80% of your results come from 20% of your efforts. The tricky part is figuring out which 20% of your efforts are the real needle movers (and having the guts to stop doing the other 80%). This awesome book will teach you in detail why it’s important to focus on your 20% and how to do it. At times it involves no longer doing busywork which can potentially get you in trouble, but if you apply its advice in the long-term you are going to end up being a productivity machine! Insurance companies (especially large ones) have been around for a LONG time and can have a lot of bureaucracy, this book can help you cut through the red tape and get things done.

Strengthsfinder 2.0 by Don Clifton

We all have strengths and weaknesses, you already knew that. After much research Gallup has found that truly effective people focus on capitalizing on their strengths, not on fixing their weaknesses. This book is more of a workbook to help you figure out what your natural strengths are and how to make the most out of them. Both Carly and I consider this a key part of getting to know yourself and starting on the path of truly making the most of your career. If you haven’t been lucky enough to go through a program that included Strengthsfinder go ahead and buy the book yourself, take the test and learn to make the most of what you’ve got.

Brag!: The Art of Tooting Your Own Horn without Blowing It by Peggy Klaus

Few people are naturally good at self-marketing their achievements and putting themselves in the best place to get noticed by their leadership. Many introverts like Carly, are too shy about making noise about their achievements while some extroverts like Tony can be overly loud and come across as boastful or “braggy”. Both extremes are bad for your careers! This book will help you find the balance with proven techniques to get your accomplished noticed without going overboard. If you think that all you need to do is do an awesome job and you will get noticed, let us go ahead and burst your bubble right now, you won’t! You need to market yourself and your achievements an this is the book to help you started in that direction without overdoing it.

If you’re still an individual contributor learning how to influence people and the organization even though you don’t have positional authority is imperative to help you get noticed and to help you grow your career. Even if you are already a manager learning to influence the higher levels of the organization is always important. We couldn’t decide on a single book about Influence so we give you 3 options. For true nerds we recommend Cialdini’s book, since he’s the researcher that did a lot of the studies about Influence, so it’s awesome to get it from the horse’s mouth.

The other two are easier reads and they both draw from Cialdini’s theories. For best results, read all three.

Influence: The Psychology of Persuasion by Robert B. Cialdini

Influence without Authority by Allan R. Cohen

Influencer: The Power to Change Anything by Kerry Patterson, Joseph Grenny, David Maxfield

Get Paid What You’re Worth: The Expert Negotiators’ Guide to Salary and Compensation by Robin L. Pinkey and Gregory B. Northcraft

Negotiating your salary, whether as a new hire or during an annual review or promotion is hard and chances are you’ll only do it a few times in your career so you’ll never get very good at it. The HR person on the other side of the conversation, does this every day, so they’re awesome at it. In order to give yourself the best chance at getting the best possible salary you need to be fully prepared, and that preparation starts with reading this book. The few hours you’ll spend reading it and the few minutes you’ll spend successfully negotiating a better salary will literally add up to thousands of dollars over the course of your career.

Never Eat Alone: And Other Secrets to Success, One Relationship at a Time by Keith Ferrazzi

Networking is absolutely key in our industry and there is no better book to learn the why and how of professional networking. This book will help make you the person who works a room like a pro and connects with all the right people and grows those connections over time. We can’t emphasize enough how important this book is, read it right away.

How to Interview Like a Top MBA: Job-Winning Strategies from Headhunters, Fortune 100 Recruiters, and Career Counselors by Shelly Leanne

Interviewing is an alternate reality that is designed to keep you out, it’s up to you to learn how to play the game and to bring your very best to your tiny 30-60 minute chance at getting your dream job. Whether you bounce around the industry Tony style or become part of the furniture at a single carrier (oragency) you will interview several times throughout your career. Better invest in becoming good at it early! Start by reading this book, and if you have a couple of weeks before the interview and this is a REALLY important job interview invest $150 onManager Tools’ amazing Interview Series, it pays for itself right away when you get your dream job. Tony used it to get a 42% pay raise without even leaving the company! (We do not get a commission for the Interview Series).

Thanks for the Feedback: The Science and Art of Receiving Feedback Well by Douglas Stone

Feedback is a gift. A gift that sadly was undervalued in most corporations for much of the 20th century. But thankfully things are changing, and as the Millennials come into the industry and demand constant feedback companies are getting better and better at providing the feedback we’ve been craving. This book is your guide to learn how to best take feedback, how to best give it and how to be thankful and graceful about it. If it were up to use this book would get handed out to every new employee and every new manager!

The Start-Up of You: Adapt to the Future, Invest in Yourself, and Transform Your Career by Reid Hoffman

This is one of two books we love by LinkedIn Cofouncer Reid Hoffman. Essentially he teaches you how to think of your career as a start-up and to make the most out of it using some of the ideas that have been so successful in Silicon Valley. It’s a very interesting read and very different from any other books on this list.

Mid and Late Career Books

What Got You Here Won’t Get You There: How Successful People Become Even More Successful by Marshall Goldsmith

If you follow our advice there will come a point where you will go through a transition from an independent contributor to a manager or from manager to executive and you’ll need a whole new set of skills to thrive. This classic by executive coach Marshall Goldsmith will help you avoid the mistakes that can get you stuck as a mid level manager. While this is not the first book we recommend you read, keep it in the back of your mind for later on.

Execution: The Discipline of Getting Things Done by Larry Bossidy and Ram Charan

There comes a point in your career where your performance is based on how you can get others to perform not just yourself. Once you get to that point, you need to read this book. It’s the gold standard in executing whatever plan you need to execute.

Rites of Passage at 0,000 to Million+: Your Insider’s Lifetime Guide to Executive Job-Changing and Faster Career Progress in the 21st Century by John Lucht

In your insurance career you will sooner or later (probably sooner especially if you’re reading InsNerds) start hearing a lot from recruiters. This 608 page behemoth of a book is the gold standard on how to deal with all types of corporate recruiters. Even though we have this one listed as a mid/late career read, it probably makes sense to read it sooner rather than later.

Sadly, there are just not a lot of books about insurance so in this section in do include some books we haven’t read ourselves but that are on our to-read list.

Insurance Books

Flirting With The Uninterested: Innovating In A “Sold, Not Bought” Category by Maria Ferrante-Schepis

Maria Ferrante-Schepis is a Managing Principal ofInsurance and Financial Services at Maddock Digital. She worked in the insurance industry for 20 years and then wrote this short but very insightful book about the industry. Published in late 2012 this book was well ahead of its time in predicting large disruption coming into the industry as hungry start-ups try to disrupt our business. Overall the book presents a great point of view on Insurance, what we really do and how we need to change it for the future. Our only complaint is that her focus is more about Life insurance than P&C, maybe Carly and Tony will someday write the P&C version!

The Insurance Wars by Chuck Tompkins

This is the story of an agent in the Dakotas who spent 30 years selling mostly personal lines insurance and wrote this book to tell his story. In our experience there’s not a lot of books written by agents so we appreciate Chuck’s story and we found it very helpful to better understand the agency world and how agents think.

The Farmer from Merna by Karl Schriftgiesser

This is the story of largest personal lines insurance company in the US, State Farm. We haven’t read it yet, but it’s on our to-read list.

On Your Side: The Story of Nationwide Insurance

Vice President in Charge of Revolution by Murray D. Lincoln

While they’re both a bit dated together they tell the story of Nationwide Insurance and are very informative especially if you work at Nationwide like both Carly and Tony did for several years.

USAA: A Tradition of Service 1922-1977 by Paul T. Ringenbach

The story of USAA, an amazing insuranceorganization dedicated to servicing the Military. This one is long and we haven’t read it yet but it’s on our to-do list. We believe USAA does a lot of things better than most other insurance carriers and we look forward to learn what we can from them.

The Honest Truth About Dishonesty: How We Lie to Everyone – Especially Ourselves by Dan Ariely

Duke’s Professor Dan Ariely is the world’s foremost authority on dishonesty and irrationality, and an absolutely brilliant psychologist. Recently he became the Chief Behavioral Officer at Lemonade. Ariely’s ideas are very interesting and will help you understand people and they way they act. While it is not directly an insurance book Ariely’s ideas have the potential for wide application in our industry. He’s actually written 3 books and although we haven’t read the other two if you prefer you can buy the 3 book bundle here. Also, consider taking his class at Coursera.

Here’s a great review of the book that I found here:

“Dan Ariely’s book is quite informative on this question and is a good read. The book’s thesis is that everyone cheats, typically by about 15%. And this amount rises when people are in the wrong frame of mind, which they often are with an insurer, seeing the insurer as out to take advantage of them. So that $1000 Ikea sofa damaged in a fire becomes an $1150 claim, and people still feel OK with themselves, since it’s just a bit of a fudge. In a business that typically runs at 98% combined, a little more honesty goes a long way (as does an efficient sales and claims process, which Lemonade also would probably intend to have). By shifting the frame of mind to a charitable give-back, the consumer’s mindset is no longer consumer vs. evil insurer but the consumer taking from a pool intended for charity. I don’t want to speculate on if it will work, but Ariely’s book is worth reading to understand this.”  Adrian Jones (no clue who that is, she left the review with no link).

Sway: The Irresistible Pull of Irrational Behavior by Ori Brafman

Nudge: Improving Decisions About Health, Wealth and Happiness by Richard Thaler and Cass Sunstein

Both of these are more psychology books thaninsurance books but both are very important in understanding how people think (and especially how they get mislead) and as an industry we need to become AWESOME at choice design, leading people to make the right decisions when buyinginsurance (such as getting proper limits, etc).

Insurance & Behavioral Economics by Howard Kunreuther

Great research from Oxford University on just why insurance is so confusing to consumers and how we can improve it!

Note: We are a part of the Amazon Affiliate Program. If you purchase a book from one of the above links Insurance Nerds gets a commission at no extra cost to you.


  • Antonio Canas

    Tony started in insurance in 2009 and immediately became a designation addict and shortly thereafter a proud insurance nerd. He has worked in claims, underwriting, finance and sales management, at 4 carriers, 6 cities and 5 states. Tony is passionate about insurance, technology and especially helping the insurance industry figure out how to retain and engage the younger generation of insurance professionals. Tony is a co-founder of and a passionate speaker.

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