100 Books Like The Lost Art of Connecting

This book was like a trusted mentor in book form, helping me craft content that’s clear, engaging, and downright effective. Ann strips away the boring writing advice everyone seems to give and delivers practical advice (which aligns with my own copywriting philosophy) with warmth and wit. It’s not just about grammar or structure—it’s about connecting with your audience in a way that feels authentic.

What I loved most is how versatile this book is. Whether I’m writing blog posts, website copy, or emails, I’m always using something Ann taught me. Her book is packed with actionable tips and relatable examples, and her conversational tone made it a joy to read. This is another book in my toolkit that I flick through whenever I need inspiration.

When I read this book, the lightbulb went off. I have been in so many situations where I didn’t feel heard, but I couldn’t quite put my finger on why.

Sorenson explains that truly being connected happens only when we are validated. I never realized that almost every conversation we have is a bid for validation. We are asking others not just to hear us but also to “say something.”

The response can either be positive or engaged—a turning towards us—OR negative or passive—a turning away from us. I couldn’t have put it into these exact words, but I now know that being understood is one of the greatest of human needs and is often unmet. The book underscores that connections happen best through validation. 

This book ought to be required reading for every high school student. I didn’t read it in high school. But I’m grateful I found and read it a short few years ago. Why? Because I’m never going to win the rat race. The harder I try, the worse off I’ll become because “the rats” keep getting bigger and faster.

While it's a truism to say that time is the most precious resource, until recently, I didn’t act that way. I know that each of us has limited time, energy, and resources. So, getting more comfortable with the fact that my life is finite is key. Becoming a productivity master is a fool's errand. And the author, Oliver Burkeman, does a stunning and entertaining job of helping you get off that treadmill to live a better, fuller, and more meaningful life.

Essential Skill #1 for Creatives: the breadwinner mindset

Creative professionals tend to be number-phobes and therefore believe they are doomed to be “starving artists.” That’s why, when I heard the title of Jennifer Barrett’s book, I knew I had to invite her to be a guest on my podcast. She writes clearly and simply about the “breadwinner” mindset. Plus, we share the belief that there is nothing more empowering than having in place the mindset, the money, and the marketing so you are free to walk away from any situation or client that isn’t a good fit. That’s the only way to bring your dream business to life.

Essential Skill #2 for Creatives: Practicality, not Passion

Creative professionals tend to be “passionate practitioners” but if you need to “love” every single aspect of your business, you won’t get very far. That’s why I love Terri’s book. It’s the funniest business book I’ve read! Part comic autobiography, part business handbook, Unfollow Your Passion provides practical, clear, and excellent advice. It also happens to be beautifully written, the stories so compelling and hysterical that you’ll learn the practical skills in spite of yourself. The message of this book – forget about passion – is so important, something I’ve espoused for years, but not nearly as eloquently and clearly as Terri has.

As a formerly shy person, I always dreaded walking into a room of people I didn’t know. Even after I became more comfortable in my own skin with age, I still psych myself up to enter a gathering of strangers. Michelle Lederman’s book offered me many practical and tactical skills for not only overcoming those natural fears but also thriving in social situations.

She describes being a connector as a way of thinking. All that’s required, Lederman emphasizes, is being open to new experiences. This approach has helped transform my dread and reduce my anxiety when meeting new people. The rewards of being a connector are many, according to Lederman, including fast-tracking the fulfillment of your goals. I completely agree that the first step is to believe in yourself.

This book speaks to a core belief of mine–that we are all connected to each other by just a slight degree of separation. I appreciated how Burkus describes how networks of friends can be powerful even when we don’t know someone directly.

Reading the book provided an “ah-ha” moment as I realized that even old ties (dormant relationships) can provide key introductions. When I was leaving Texas to move to New York City, I wrote on the inside jacket of the book’s cover a list of people I once knew in New York who could help me start over in a brand new place. That list—and those contacts—proved invaluable in building my new life.

I have told countless people about this book; it is one of the most life-changing books I’ve ever read. Bob Beaudine offers a dramatic idea: that each of us is given 15 “who”—people who can profoundly change the course of our lives.

Our “who” consists of 12 friends, 3 close friends, and one best friend who help us achieve our goals and dreams. Each of these people has a sphere of influence and can introduce us to them. Since reading this book, I have paid much closer attention to my “who” and how to stay actively involved with them.

Whenever I need to focus on what’s most important, I remind myself to prioritize the time I devote to interacting with my “who”.

As a follow-up to his groundbreaking book, The Introvert’s Edge, Matthew Pollard focuses in on the challenge of networking effectively, particularly for introverts. Networking requires interacting with others. That can sometimes create feelings of anxiety for introverts like me. I recommend this book because it saved me when I needed a way to improve my networking and make it a less exhausting experience. I was able to do both!

I wish I could add the trilogy of Austin Kleon books; with Steal Like an Artist and Keep Going completing the trilogy. Show Your Work was the first book that I read that spoke to me about letting your supporters in on the creating. The sharing of exclusive content has become a staple for independent and major-label artists, Instagram, Tik Tok, and social platforms all rely on the need to share. For me this book was the progenitor of this line of thinking, encouraging the creative to share and disperse with the secrecy of process and move toward converting investors in one's product to investing in the person.