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How to Ask for What You Want Without Fear of Rejection

chrisruszkiewicz



One of the biggest fears in sales—and in life—is the fear of rejection. Whether you're asking for a sale, a referral, or a business opportunity, the fear of hearing "no" can hold you back from making the ask in the first place. But what if you could shift your mindset and approach the conversation in a way that makes asking feel natural and rejection feel impersonal?


The Power of Perspective: "No" is About "It," Not About "You"

One of the key insights from Exactly What to Say® is that when someone says "no," they are saying "no" to the offer, the timing, or the circumstances—not to you as a person. Too often, we take rejection personally, letting it affect our confidence and willingness to ask again. But if you can separate yourself from the outcome and see "no" as simply "not right now" or "not this," you'll be far more empowered to keep asking.


How to Overcome the Fear of Asking

If fear of rejection is stopping you from making the ask, here are some simple strategies to reframe your mindset and increase your chances of hearing "yes":


1. Use Softening Phrases to Make Asking Feel More Natural

Rather than making a hard, direct ask that feels high-stakes, try using language that lowers resistance.


For example:

  • "I'm not sure if this is for you, but..."

  • "Would it be unreasonable to...?"

  • "How open-minded would you be to...?"


These phrases invite the other person into the conversation rather than putting them on the spot. They also reduce the pressure on both sides, making it easier to ask and for them to respond honestly.


2. Detach Emotionally from the Outcome

Your job is to ask, not to control the response. When you take the pressure off yourself to get a "yes" every time, it becomes easier to make the ask. Think of it this way: Every "no" gets you closer to a "yes." The more you ask, the more opportunities you create.


3. Reframe Rejection as a Step Forward

Instead of seeing a "no" as a personal failure, view it as valuable information. A "no" today doesn't mean "no" forever. Use it as an opportunity to ask follow-up questions like:


  • "What would need to happen for this to be a yes?"

  • "When would be a better time to revisit this?"

  • "Is there anything that would make this more appealing to you?"


These questions help you understand objections and gather insights that can help you refine your approach.


4. Practice Asking in Low-Stakes Situations

If you struggle with making the ask in sales conversations, start practicing in everyday life. Ask for an extra discount at a store, request an upgrade at a hotel, or simply ask for help when you need it. The more you practice asking, the easier it becomes.


5. Recognize That the Right People Will Say Yes

Not every person is the right fit for your offer. Your goal isn’t to convince everyone—it’s to connect with the people who genuinely need and want what you have. When you get comfortable asking, you'll attract more of the right people and waste less time chasing the wrong ones.


Start Asking with Confidence

If you want more success in sales, business, and life, you must be willing to ask for what you want. The key is to use the right language, shift your mindset, and see rejection as a necessary step toward success. So, what’s one thing you’ve been hesitating to ask for? Try using these strategies today and watch how the conversation shifts in your favor.


Remember: Every great opportunity starts with a simple ask. Are you ready to make yours?

 

 
 
 

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