Let me just say upfront: I’m not in a so-called “sales” career. But here’s the thing—sales books aren’t just for salespeople. Whether negotiating a better deal on a vacation package, persuading a Poshmark seller to part with that Beis Bag you’ve been eyeing at a low cost, or selling your skill set in a job interview, life is all about sales. And the better you get at sales, the easier life becomes.
That said, my vacation reads aren’t all about sales. I still love curling up with a Colleen Hoover love story or diving into personal development favorites like Atomic Habits. But a few times a year, I pick up a sales book—and I’m always glad I do.
These sales reads are packed with actionable insights that can boost your communication skills, negotiation tactics, and confidence in ways you’d never expect.
Whether you’re a travel blogger or simply want to sharpen your negotiation skills, these 5 must-read sales books will transform how you approach modern sales techniques and everyday conversations.
Here are my top five best-selling books that I think everyone should add to their vacation reading list.
In This Article
5 Sales Books That Will Improve Your Life
(Even If You’re Not in Sales)
1. Fanatical Prospecting by Jeb Blount
If you’re looking to master the art of prospecting, Fanatical Prospecting by Jeb Blount is a game-changer. This book covers everything from cold calling to social selling, email outreach, and beyond.
Blount’s strategies are incredibly practical and designed to help you build a strong sales pipeline while staying motivated in the face of rejection. His writing is engaging and honest, making even tough topics—like failure and rejection—relatable and actionable.
As a blogger and content creator, I found Blount’s insights especially relevant. I often see people in blogging Facebook groups asking, “How do I land brand partnerships?” The truth is, if you’re only pitching five brands a year, your sales pipeline is way too small. Just like Blount emphasizes, you need to have a full pipeline—think hundreds or even thousands of potential customers or partnerships—because timing is everything. A brand that isn’t ready in January might be the perfect fit in July.
Blount doesn’t sugarcoat it: prospecting is hard, rejection-dense work. He calls it “grueling,” and as someone who fears rejection (like most sane people), I couldn’t agree more. But this book taught me that it’s not about avoiding rejection—it’s about learning to keep going despite it. When that dream suitcase company says no, it doesn’t mean you’ve failed; it means you’ve made a connection that could pay off down the road.
The book also dives into Blount’s balanced prospecting methodology, which involves leveraging multiple channels—cold calling, email, social media, and even face-to-face interactions—to keep your pipeline full of qualified opportunities. Whether you’re in sales, running a business, or pitching brands, his approach works across disciplines and offers valuable insights for anyone navigating the modern sales process.
2. Crafting the Sale by Michael Tuso
If you’re tired of outdated, one-size-fits-all sales tactics, Crafting the Sale introduces a refreshingly modern sales approach focused on problem-solving and building long-term relationships.
Michael Tuso moves beyond traditional sales techniques and into the realm of solution selling, where success is rooted in understanding, trust, and collaboration.
Crafting the Sale: Drive Revenue, Impress Buyers, and Transform Your Career
Instead of relying on boring canned pitches, Tuso emphasizes creating space for the buyer, uncovering their pain points, and tailoring your sales strategies to their unique needs.
As a travel blogger and content creator, I found this book invaluable. Before reading it, I relied on generic pitch packages sent out to every brand, hoping something would stick. But Crafting the Sale taught me the importance of asking thoughtful questions, building trust, and focusing on the customer relationship. It completely changed my sales process—from emphasizing what I can offer to identifying what the brand or hotel collaboration truly needs. For example, instead of showcasing what I want to promote, I now focus on what the brand needs, such as increasing bookings during low-demand periods or highlighting a new feature to its target audience.
The book also introduced me to staying top of mind with prospective customers, even when they aren’t ready to move forward immediately. By adopting a value-based selling approach and prioritizing the needs of decision-makers, I’ve been able to keep the door open for future opportunities.
Crafting the Sale is packed with actionable insights and is a must-read for anyone looking to sell effectively and build long-term, meaningful connections.
3. Never Split the Difference: Negotiating As If Your Life Depended On It by Chris Voss
Written by a former FBI hostage negotiator, this book is a masterclass in controlling high-stress situations through negotiation. Chris Voss seamlessly blends real-life hostage scenarios with practical advice that can be applied to everyday situations, whether it’s negotiating better business deals, resolving conflicts at home, or simply finding common ground in difficult conversations.
Never Split the Difference: Negotiating As If Your Life Depended On It
This one was a bit of a tough read for me at first—I originally tried listening to it on Audible but quickly realized it’s more of a “grab your highlighter” type of book. There are so many valuable snippets of advice that you’ll want to underline and revisit!
Voss emphasizes the importance of emotional intelligence, active listening, and tactical empathy, showing that negotiation isn’t about manipulating others. Instead, it’s about helping both parties achieve the best possible outcome.
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He also delves into the power of cognitive biases, offering a fascinating foundation for understanding how our emotional, often irrational brains make the majority of our decisions.
4. Way of the Wolf: Straight Line Selling – Master the Art of Persuasion, Influence, and Success by Jordan Belfort
Jordan Belfort, famously known as The Wolf of Wall Street, shares his no-nonsense approach to mastering persuasion, influence, and closing deals in this must-read sales book. While some of his tactics might seem bold, they’re grounded in psychology and can easily be adapted to fit your unique sales style.
Way of the Wolf: Straight Line Selling: Master the Art of Persuasion, Influence, and Success
Belfort provides a detailed breakdown of overcoming objections, improving sales performance, and increasing success in any sales cycle—whether you’re selling a product or pitching an idea.
One of the standout chapters for me was Chapter 4, which focuses on tonality. Belfort dives into the nuances of vocal mastery, covering elements like cadence, amplitude, timing, and even how to convey genuine care in your voice. These concepts are especially useful for anyone conducting sales conversations over the phone or via digital channels.
I found this incredibly relevant when negotiating brand deals—if your tone lacks confidence or the wrong amplitude slips through, it could break the deal. The power of tonality is something every sales professional (and anyone interacting with potential customers) can benefit from mastering.
Whether you’re negotiating with decision-makers, pitching a new idea to a product marketing team, or just trying to sell dinner plans to your friends, Way of the Wolf is packed with practical strategies and valuable insights.
5. The Challenger Sale: Taking Control of the Customer Conversation by Matthew Dixon and Brent Adamson
The Challenger Sale completely redefines traditional sales strategies. Instead of focusing solely on building relationships, the authors argue that sales success comes from challenging your audience with fresh, valuable insights.
The Challenger Sale: Taking Control of the Customer Conversation
This thought-provoking book categorizes sales reps into five types—Hard Workers, Challengers, Relationship Builders, Lone Wolves, and Reactive Problem Solvers—and makes a compelling case for why the Challenger type consistently outperforms the rest.
As the authors explain, “The sweet spot of customer loyalty is outperforming your competitors on those things you’ve taught your customers are important.” To hit this sweet spot, Challengers excel at three key behaviors: teaching, tailoring, and taking control.
The book walks readers through how to structure a teaching conversation, tailor your message to decision-makers, and take control of the sales process. These steps are essential for anyone looking to challenge the status quo, differentiate themselves, and position themselves as experts who can drive change.
These principles are incredibly useful when pitching our travel services to potential customers, such as hotel groups. For example, when pitching a collaboration, it’s not enough to share your portfolio—you need to have deep industry knowledge. What’s working well for other hotels in the same category? How can you tailor this insight to meet the specific goals of the brand you’re pitching? And, most importantly, how can you take control of the conversation by challenging their assumptions and offering a fresh perspective?
The Challenger approach emphasizes providing your target customers with new insights about their industry—things they may not have considered or data they may not have seen before. This not only sets you apart from the competition but also demonstrates your expertise in a way that builds trust and positions you as a valuable partner.
Whether you’re a social media manager, content creator, or any professional selling services in a competitive market, this book is an essential guide to standing out. With hundreds or thousands of competitors in your space, understanding your target audience and challenging their current way of thinking could make all the difference- and
Final Thoughts
Even if you don’t see yourself as a “salesperson,” these books offer invaluable key takeaways that go far beyond the sales world. They’ve taught me essential sales skills like building customer relationships, mastering the sales process, and tailoring my approach to meet the unique needs of potential customers. From improving negotiation techniques to gaining confidence in communication, these lessons apply not just professionally but in everyday life as well.
Whether you’re trying to pitch a product, close deals, or simply persuade your friends to try a new restaurant, the strategies in these books can make a real difference. So, the next time you’re packing for a trip, consider tossing in a sales book alongside your beach reads. You might be surprised by how much these insights can improve your ability to connect with others, solve problems, and achieve your goals.
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