Perfect Day Upstartist Diaries

What’s Your Perfect Day?

Unlock your perfect day with these 10 questions.

Photo by Joshua Kirshner

It’s time to have some fun.

If you’re like the dozens of people I’ve interviewed, you already have a good idea of what your perfect day is.

Below are 10 questions that will help you gain an even clearer picture of your perfect day. 

But I want you to take one more step. 

Find a quiet and expansive space, and give yourself 10 precious minutes to be completely comfortable and present. It’s important that you feel calm and relaxed – not rushed.

No hard thinking is required!  Just notice what first comes to mind. Jot down notes if you’d like. 

Don’t limit yourself. After all, it’s your perfect day. There is no way you can fail. And you have all the time, money and resources to do whatever you want. We’ll worry about designing your day later.

Let’s get started.

(feel free to play my 10-minute guided meditation below)

10 Questions to See Your Perfect Day with More Clarity

Get comfortable and relax. Take a few deep breaths.

As you ask yourself these questions, freely receive whatever thoughts, feelings, images that come…

  • What’s your perfect day? 
  • What are you doing and when? 
  • What would you love to do on your perfect day?
  • Where are you? Who are you with? 
  • What does your perfect day feel like? When have you felt those sensations the most?
  • What values would guide your perfect day?
  • What would not be a part of your perfect day?
  • What needs to be released for your perfect day to manifest?
  • What needs to be embraced for your perfect day to manifest?
  • Now that you’ve spent a few minutes thinking about this, what else wants to be known about your perfect day?

After you’ve completed the visioning, spend some time writing about the meaning of these images, thoughts and feelings that appeared, that have come into your awareness.

Allow them to naturally formulate into a sense of personal direction.

Is Your Perfect Day Yours?

What did you realize about your perfect day? Does it ring true?

My goal was for you to access your intuition, the wisdom that comes from your gut. That’s why I mostly focused on senses, feelings, and the now, instead of hypothetical exercises that make you imagine your future i.e. where do you want to be in 20 years?

In my interviews I try to move people from their mind to their gut, so their perfect day feels visceral. I want their answers to well up from deep inside them. This doesn’t always happen. Many times I hear opinions:

  • “People should do ___”
  • “Stoics believed that ___”
  • “Stephen Covey says we should do this ___” 

I try to move people from opinions and philosophy to their own experience and stories. There they can access their intuition. I can feel their energy open and expand when they answer these questions. For example:

  • “People should do ___” → “How does doing ___ make you feel?”
  • “Stoics believed that ___” → “How do you make ___ part of your perfect day?”
  • “Stephen Covey says we should do ___”  → “Tell me about a time when you did ___”

What are the wishes of your heart? Often we keep these secret, or worse, buried. If you feel this way, try asking yourself these questions:

  • What do you secretly wish to do?
  • If your parents were not around, what would you do?

Truth and Fascination

Here are two final questions to test if your perfect day is intuition-based and yours alone.

Does your perfect day feel like truth?

Does your perfect day fascinate you?

If not, you’re likely stuck in your head. Don’t worry. It’s not your fault – you’ve been deeply conditioned for years, maybe even decades, about what a perfect day should be. It has certainly taken me a few tries and my perfect day constantly evolves too. Just do this guided meditation every once in a while until your perfect day feels truthful and fascinating.

The intuitive mind is a sacred gift and the rational mind is a faithful servant. We have created a society that honors the servant and has forgotten the gift.

– Albert Einstein


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One reply on “What’s Your Perfect Day?”

Nice exercise! Getting out of the head and into the heart is really difficult sometimes 🙂

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