Can YOU Answer These 36 Toughest Sales Call Questions?

Author

James Kavanagh
May 06, 2025

It’s a god damn warzone out there.

Competition for prospects has reached an all-time high, especially with the rise of "pick me" copywriters.

So when you finally manage to land a sales call, you HAVE to be fully prepared to handle these crucial questions—otherwise, you’re back to square one.

Because business owners don't have time for amateurs or beginners.

They need a pro. Someone reliable, trustworthy, and capable of turning their investment into profit. Which means, If you lack the real-world experience to convincingly demonstrate your value (which most of you do), it makes the "convincing stage" of the call a lot harder.

These business owners know exactly which questions to ask to quickly determine if you're the real deal or just another pretender.

That's why—as I emphasised in my previous email—you absolutely need to be prepared.

And so, after almost a hundred sales calls, I gathered my notes and put together a little report of… 

The 36 Toughest Sales Call Questions That Will Cost You A Client if You Get Them Wrong.

And it shows you exactly how to answer these questions correctly.

Responses responsible for helping me close more than 40 deals, and helping my students close their first deals, too.

It reveals how to answer questions such as:

  • “Why Should I Work With You?” (Every business owner wants the right answer to this question, and the document reveals a little-known, extremely effective way to spin this question in a way that positions you as an obvious choice.)

  • “What Experience Do You Have And Who Else Have You Helped?” (Be careful—most of you don’t have any experience, but there’s a really easy way to assert yourself as an expert—even with no experience.)

  • “How Do You Know This Will Work if You’ve Never Done it Before?” (This question kills 99% of beginners, but there’s actually a laughably simple way to answer this question correctly—and you only need to get it right once.)

  • “Why Should I Trust You If You Have No Experience?” (The same question asked differently… So it also needs to be answered differently.)

  • “How Much Do You Charge?” (You wouldn’t believe how easy it is to scare someone away if you answer this question wrong. You also won’t believe how mind-numbingly obvious the correct answer is.)

There are dozens more which will make or break your sales calls, and they’re all ready and waiting for you.

You’ll learn how to naturally answer each question with confidence, and in your own voice, cos there’s nothing worse than rehearsing your lines.

You’ll also learn: 

  • Body language hacks to trick your brain out of being nervous.

  • Tone of voice tricks that make you sound confident, friendly, and likeable.

  • Things that will disqualify you before you even start talking (and how to avoid them.)

  • Manipulation tactics that almost hypnotise your prospects.

  • How to sit yourself in the driver's seat and steer the conversation anywhere you want.

  • And a ton more.

You’ll learn every sales call tactic in the book, and once your finished, you’ll have everything you need to close a client every time you get on a call with them.

Everyone who sign’s up to The Legacy Room in the next 24 hours will get this document for free, since it's exclusive to my high-ticket mentorship students.

If you miss the deadline, you can still sign up and ask me about it in one of our 2 weekly coaching calls, because Legacy Room Members get access to:

  • 2x Coaching Calls with me every single week (I’ll personally answer any and all of your questions)

  • Bi-Weekly Workshops (I’ll train you live every 2 weeks, cos Q&A’s aren’t always enough)

  • 35 Lessons—Straight to your inbox (daily copy lessons teaching direct marketing, social media marketing, brand copy, web copy, outreach, and everything in between)

  • Course Discounts that are exclusive to members. Get all your membership payments refunded, AND a 20% discount on top of that if you want to join my inner circle.

  • And so much more.

You’ve got 24 hours to unlock my 36 sales call deal breakers, AND get access to all of the above too.

Sign up here:

Kav Legacy