3 Reasons Why You Must Go Down the Rabbit Hole When Prospecting Book more appointments by prospecting like you're in Wonderland.

By David Walter

Opinions expressed by Entrepreneur contributors are their own.

The prospecting world is upside down and backward, just like the fictional Wonderland in Alice's Adventures in Wonderland. It's a place where the opposite of what would make sense in reality occurs.

When you start making cold calls and enter this Wonderland, you may feel uncertain like Alice, unsure of what you're doing or if it's enough to be successful. In this crazy world, your cold calling success hinges on understanding how to operate among mad people.

Like Alice in Wonderland, you conduct prospecting calls upside-down and backward. There, the nonsensical becomes logical. For example, when it is imperative to pitch prospects with a need — pitch to those without a need!

When everyone says cold calling is a numbers game, it's really an un-numbers game. Most importantly, whenever objections are raised by your prospective client, do not rebuttal but rather — agree.

Prospects are like the Cheshire Cat

Just like the Cheshire Cat, prospects often say one thing when they really mean another. Most of the time, the first thing an executive will say when you call is that they are happy with what they have. However, many times this is not entirely true.

Often, decision-makers may not be completely happy with their current vendor. However, it's common for companies to stick to these vendors because organizations are just more afraid of looking for something new. It's easier to stick with what they know.

To communicate effectively with these Cheshire Cat-like prospects, you simply need to acknowledge out loud that you know that they love their vendor. Say this before they do! Then you can have a productive conversation that can lead to successfully booking an appointment.

In Wonderland, these are your best prospects — they just don't know it.

7 Cold Calling Secret Tips to Get Past Gatekeepers

Cold Calling is an un-numbers game

Just like your un-birthday in Wonderland 364 days a year, prospecting is also an un-numbers game. It makes total sense that cold calling is a numbers game in the "real" world. But you have to remember that we've gone down the rabbit hole and Wonderland rules apply here.

In Wonderland, you will be far more successful in making contacts when you call the same prospects repeatedly. That might not sound logical, but the un-numbers game is quite effective. In Wonderland, decision-makers are terribly busy and the more times you call them, the greater your chances are of reaching them.

Just remember that it's not proper etiquette in Wonderland to leave voicemails, as this will not get you where you want to go.

Related: 3 Prospecting Lessons You Can Learn From the Devil

Prospects are as mad as the Mad Hatter

In the real world, it's common for prospects to object in the sales process and for salespeople to naturally attempt a rebuttal. However, when you're around mad people, they don't like to be told they're wrong. This will get you sent to the queen and you might lose your head.

Instead of using rebuttals, it's best to simply agree and throw in a compliment when prospects object in this insane world of Wonderland. The more you say good things about their current vendor and ask questions, it will surprisingly make prospects inquire about what you have to offer.

Related: 3 Cold Call Tips That Will Help You Book 15 Appointments a Day

David Walter

Author, Speaker and Sales Training

David Walter is an author, speaker and sales trainer. His claim to fame came from a cold-calling hot streak, during which he set 15 appointments a day for six months straight. He later ran a marketing call center, helping companies make millions. His book is a No. 1 best-seller on Amazon.

Want to be an Entrepreneur Leadership Network contributor? Apply now to join.

Editor's Pick

Business Ideas

70 Small Business Ideas to Start in 2025

We put together a list of the best, most profitable small business ideas for entrepreneurs to pursue in 2025.

Leadership

7 Steps to De-Risking Big Business Decisions Before They Backfire

When the stakes are high, these seven steps can help you avoid costly mistakes, eliminate bias and make smarter decisions that actually scale.

Leadership

The Difference Between Entrepreneurs Who Survive Crises and Those Who Don't

In a business world accelerated by AI, visibility alone is fragile. Here's how strategic silence and consistency can turn reputation into your most powerful asset.

Employee Experience & Recruiting

Here's the Real Reason Your Employees Are Checked Out — And the Missing Link That Could Fix It

Most disengaged employees aren't exhausted — they're disconnected, and storytelling may be the key to rebuilding that connection.

Business News

United Airlines Says It Is Adding Extra Flights in Case Spirit 'Suddenly Goes Out of Business'

Rival airlines, including United and Frontier, are adding new routes as Spirit cuts 12 cities from its schedule.

Business News

You Can Get Paid $18,000 More a Year By Adding AI Skills to Your Resume, According to a New Study

Employers are emphasizing AI skills — and are willing to pay a lot more if you have them.