Don’t Join a Mastermind Group Without Asking These Questions

Guest Post Written by Sara Christensen of Kickass Masterminds

Us entrepreneurs could take a cue from tiny toddlers when it comes to running our businesses.

You see, kiddos in their terrible twos (and threes) are venerable pros at a few curious things.

No, I’m not suggesting throwing yourself on the ground and pitching a tantrum in the middle of Target when your launch is a hot mess.

Don't Join a Mastermind Group Without Asking These Questions, online marketing strategy and coaching for creative female entrepreneurs


What I am advising is that you take a page out of the boisterous bambinos’ handbook and ask more questions – specifically keen questions with a purpose.

“Successful people ask better questions and as a result, they get better answers,” says Tony Robbins (a guy who knows a thing or two about success).

This is particularly true when you are considering joining a Mastermind Group.

The questions that you ask (and ultimately the answers you receive) are the only way that you can determine whether a Mastermind is going to beautifully fit like a supple Chanel leather glove or dreadfully like a slimy, yellow, rubber dishwashing mitt.

Below is a quick list of questions for you to ask anytime you are considering joining a Mastermind Group.


  1. What do I want to get out of being in a Mastermind Group?
  2. What would my perfect Mastermind Group look like (what kind of people and structure)?


  1. Upon what factors is the group matched together and what is your group formation process?
  2. What kind of people can I expect to be matched with?
  3. How often and where does the group meet and what’s the structure of those meetings?
  4. What if I don’t jive well with the group?



Make sure that the Mastermind organizer provides clear answers and, if necessary, keep asking until you feel like you have the full information.

Getting into a Mastermind is an intimate experience and ambitious commitment, so channel your inner Oprah and ask these questions with the confidence.



These questions will suss out some of the most important factors of whether a particular Mastermind Group is a good fit for you or not.

That’s really what it comes down to: fit.

It’s not that certain Masterminds are extraordinary or that some suck (although some really do), but they need to be an excellent fit for you and where you’re going with your business.

When a Mastermind is a good fit, it’s that X-factor and multiplier (that you didn’t even realize existed). It can support you to have some pretty damn phenomenal breakthroughs in your business and personal growth as a business owner.

But when it’s not, take cover. You will totally feel like throwing an epic hissy fit in the tampon aisle in Target (and I would encourage you to do so).



Pay particular attention to your intuition when you are making a decision. The extraordinary power of a Mastermind Group is so much about the people – both your peer participants and the organizer.

In matters of people decisions, your intuition is incredibly powerful and will guide you to make the right decision for you. It will tell you whether or not you want to have these people as advisors in your business.



Now that you’re armed with your set of questions, get out there and find a group of like-minded, action-takers you can collaborate with in a Mastermind.

PS: Tony Robbins would approve.  

About the Author

Sara Christensen of Kickass MastermindsSara Christensen has started and ran five businesses over the past 20+ years. Her largest was doing $10 million in revenue per year and employed 75 people before she sold it. Before devoting herself full-time to her own businesses, Sara worked as the Head of Marketing and Business Development for several high-tech companies. She has a Bachelor of Science in Mass Communications from St. Cloud State University in Minnesota. Sara is currently obsessed with helping other business owners grow their companies through her latest venture: Kickass Masterminds. When she’s not connecting awesome entrepreneurs to each other, she can be found sipping bourbon or using way too many Post-It notes.

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