Last night, while sipping skinny mojitos at Cafe Noir with my darling & inspiring friend, Christopher, I found myself in a chaotic trance.  What started as an informational interview prompted by him became a terrifying (and much-needed) wake-up call for me, thanks to his fabulous line of questioning (that’s what happens when you sit across from a very talented lawyer).

On the flip side, It seemed I made him think about his own goals, values and direction.  We both walked away thinking more and feeling like we had a better understanding of what we wanted, needed and what we needed to do.

I thought I would post some of the questions we posed to one another as a way to help others who might need a little help and direction.

Think of where you are in your life, right now.

How do you feel about it?

What do you like and dislike about where you are?

What most would you like to change?

What are three solid steps you can take to change this?

What are your fears about taking these steps?

What are potential challenges?

What are possible outcomes (positive and negative)?

What do you really and truly want?

What does what you want really look like?

What is it about what you want that will make you happy?

Where do you see yourself in two years if you get what you want?

Where do you see yourself in two years if you don’t get what you want?

What contributions do you want to make to the world?

What do you value?

What do you need?

What lies are you telling yourself?

Who supports you?  How do they support you?

Who holds you back? How do they hold you back?

How can you learn more about what you want?

Why do you believe you cannot do the thing you absolutely can achieve?

Will you set yourself on a schedule, take the steps and at least try?