Lucky you! You get to listen in on real-life Mastermind conversations. In this episode, you’ll hear from an Entrepreneur CEO sharing a business challenge.   

Then a group of smart business owners will give that person nitty-gritty, honest insight and practical advice to solve that problem.

Be prepared for your own “ah-ha’ moments as these entrepreneurs share their no-bullshit experiences of what’s working in business today.



Between seasons we have a few bonus episodes of the Show which have a different format than the normal Mastermind Hot Seat format. 

In this bonus episode, you get to go behind-the-scenes of a real Kickass Mastermind Group and hear directly from it’s members about their experience. This is a really honest and real conversation about their experience in a Mastermind Group. 

You’ll hear: 

  • Why they joined a Mastermind
  • At what stage of their business did they join a Mastermind
  • What was surprising to them and what didn’t they expect
  • How a Mastermind works and what’s included in it
  • The importance of being with the right people and why it matters
  • Biggest fears of joining a Mastermind
  • Tips for finding the right group and getting the most out of it



Sara: All right, guys. We are here today with one of the amazing Kickass masterminds. We are down one person today, but this is the amazing core group that started together about a month ago. The purpose of this show is to have a quick, honest conversation with people who are in a real life, true mastermind.

I have communicated to everyone that I don’t want this to be a commercial for Kickass. I want it to be just an open discussion and give you our listeners and readers some perspective on what a mastermind is all about. You guys were in the mastermind. You don’t have to say all glowing things about Kickass. If there’s some things that you struggled with or that were a problem or you felt weird about or whatever, I want you just to be open and share that, because we keep it real here and I want everyone to have an insight into what a real mastermind is all about.

The first thing that I want people to get some perspective on is why did you guys want to join a mastermind? What was going on in your business, what problem were you trying to solve, where were you at as a business leader, as an entrepreneur CEO? What was interesting to you or what drove you to join a mastermind?

Tracy: The reason I joined a mastermind is because, I’m a serial entrepreneur and in my last couple of businesses, I’ve always had a business partner. While I’m highly driven and motivated and like to achieve things, I missed that accountability of having somebody in the trenches with me. I wanted to have a group of people to collaborate with and who had my back, but also held me accountable in the same or similar way that a business partner does. In this venture, I feel less alone.

Sara: Cool. I think that’s big thing is feeling less alone. Having someone to bounce things off of is a big deal. Anyone else wants to share why they joined?

Jacq: I echo that, as well. There are so many different places to get business advice, and so often, you’re asking for feedback in Facebook groups and they don’t really know you or your business that well. I wanted a group of people that I could count on and trust not to share all my deepest darkest secrets.

To be able to get good advice from other smart women who are in a similar situation to me, and I wasn’t finding that anywhere else, so a mastermind was on my radar.

Sara: Cool. I think you brought up an excellent point, Jacq. The sacred space and the trust that a mastermind can provide is so different than putting your stuff out on Facebook, right? We can go to those places, the vulnerable, sometimes embarrassing or shameful places that we all can go to in our business and air them out here. Sometimes it’s just even a matter of being able to say them out loud that takes away some of that yucky feeling that we can get, but it really is a real thing. Being able to have people hold that space for you I think is important.

What do you think people should know about masterminds that they don’t know? What would be surprising to people? What have you guys experienced that you didn’t expect yourself and that you think others would think is surprising?

Rebecca: For me, it’s been the actual care and concern that I feel from these other women. The fact that there are times they’re thinking about my business when I don’t even know they’re thinking about my business. We’ve shared some things with each other, it’s like, “I thought about your business yesterday when this happened to me.” Nobody else is going to do that for me.

It’s pretty incredible, kind of everything that has already been said about not being alone and getting other perspectives, but just the fact that you have other people working on your problems even when you don’t realize it. It’s the stuff that happens outside of the sessions, too. The sessions themselves are amazing. We just had one. It was fantastic, but the accountability and the support that happens off the books, if you will, is pretty incredible, too.

Sara: That’s awesome. Can you talk a little more about that? We do a monthly session where we have hot seats and accountabilities and we go deep on things, but what happens outside of those monthly sessions that’s been valuable?

Rebecca: Yes, so I can just speak first to this, and then everyone else can jump in, but I think I’ve had specific support from Jacq on my copywriting, so we’re having little sideline conversations about very specific things. Some Voxer messages that have gone back and forth. I think knowing that at any time, you don’t have to wait for your session to ask for some help or to get some additional direction. It can be quick hits. It can be going deeper with each other if there’s some specific area you need help with, but that has been completely invaluable. I’m at this point of pivoting, making this big pivot, and just knowing that I don’t have to figure it all out by myself is incredible.

Sara: Awesome. I love it. What other surprises popped up for you guys or things that you weren’t expecting that people should know about?

Nicole: I really liked how you have other people that are at a similar level of business as far as the way they think about it. They haven’t just read a book and can repeat it. You have their brain knowledge assets at your fingertips literally, kind of like when you try on clothes or something and you send pictures to your sister, like, “Should I be wearing this?”

It’s pretty much the same thing with your business, but also with for me, I have a physical products business. If I’m going to do a promo, I can be like, “Okay, this is what I’m thinking. I want to launch it later this week,” I can put up sample copies. I can throw in pictures and I can even put in what else should I offer, and I have people who instantly can say, “Obsessed. What does this mean? Don’t wear that,” all of it at once, and it’s great.

You can go back and forth and it’s not just people who are going to say what you want them to say, it’s people who are genuinely there for you, which is a very, very, very important combination. It’s people who are very strongly gifted in what they’re good at. Each person is going to bring really good advice in a different way, so instead of me just having a great idea, all of the sudden, it was made better by six.

I didn’t have to just spend hours reading and figuring it out. I got instant feedback. That’s incredibly valuable. Honestly, it makes my business better. It makes me able to serve my community better because instead of me having to do couple different launches to get it right, I can help people better the first time. I love that.

Sara: I love that, too. I think I might cry. There’s such a love fest here. This group has only been together for a month, which is kind of amazing that there’s been a lot of activity and a lot of input, and Nicole, you’re exactly right. Our businesses are better when we layer on the expertise, the love, the care and the concern that these other smart, amazing, accomplished people can bring to the table, because we can’t solve problems in a vacuum by ourselves.

Being able to lay it out there or get input or feedback, that’s what a mastermind is. It’s creating this mastermind and these ideas and these concepts that one person alone couldn’t create because you’re playing off of each other. Nicole, we probably ask you questions or push you in ways that make you a better entrepreneur CEO, right?

Nicole: Yes, and I work full-time with my husband, and it’s really cool to be able to share some of that responsibility. We still talk about everything, but we have very different strengths, and so being able for him too to trust my girls and say, “Okay, well, did you ask them?” Or I can say, “Hey, look, this is what I came up with. This is immediately who I sent feedback to,” and he can get behind it and he can get excited. It’s really neat to be able to share the load.

Sara: Awesome. I love that. That brings me to another question. How do you feel about the people that you’re grouped in a mastermind with? There’s a lot of people out there who start out doing these DIY masterminds and I’ve been on a campaign to basically say that if you’re starting a business, start with an accountability group. Don’t get in a group and give each other advice because it’s like the blind leading the blind. How important do you think it is to be matched with the right people in this place where you have to open up and trust? How has that experience been for you?

Jacq: That was probably one of my biggest fears was being set up with a bunch of people that I was not going to jive with or we weren’t going to get each other, or I just wasn’t going to like them or that they weren’t going to like me. I’ve been super pleasantly surprised that everyone is awesome and kind and a rock star, and also gut checks me when I say something and they’re like, “That’s not really what you said your goal was.” It’s compassionate, too, which is awesome.

Stacy: I think that was the best thing for this mastermind is the mix of people. When I was looking for a mastermind, I actually did a popup with you just to see how you laid that out. I knew I needed the mastermind. I had been in another group that was all coaches and I knew that was what I was not looking for.

Doing the popup and then really trusting you to place all of us together, it’s been magical. I think that our group is the right combination of talent and skills, honesty and some humor thrown in there, which makes it all work, too. I think it has become this really good place that when you’re thinking, “Will that work? Will that not work?” You don’t have to wait the month. You can jump on Voxer, get some instant feedback. Also just knowing that you have this group of other strong women behind you that will call you on it when you’re not doing what you said you were going to do or help you and blow your mind. I was thinking really narrowly, and now I have this whole broad perspective on where I could take this.

Sara: Awesome. I love it. Thank you. All right. Well, to wrap up, I’d love for each of you to share one thing that people who aren’t in a mastermind that maybe are considering a mastermind should know. Someone’s out there and they’re like, “I’ve heard of these masterminds,” or, “I’ve participated in a mastermind. It really wasn’t that great, but I hear and see other people saying that masterminds are the things that have changed their business, that it’s really been the X-factor in their business.” What’s one thing that you would tell them about your experience being in a mastermind? Rebecca, do you want to start? I always pick on you to start.

Rebecca: You do. I was listening to you asking this question, I’m thinking, “Gosh, what would I really want them to know?” I think the thing I would want them to know is that if you’ve been in a mastermind, you haven’t probably really been in a mastermind. There are so many false setups parading as masterminds, I guess, that I think if you haven’t experienced anything on the level of what we’ve just shared, then you haven’t been in a real mastermind.

It seriously is something to check out. Invest in yourself because it’s not just your investment. You get to invest in the success of other people, and there’s something just really cool about that experience that you not only get so much value back from the experience, but that you get to give it, too, and be a part of something much, much bigger than yourself.

Sara: I love that. That’s an excellent point. There is a lot of value in the giving, in addition to the receiving. I love it. Stacy, what about you? What would you tell someone who’s considering joining a mastermind?

Stacy: Shop around. Do your research. Do your due diligence and maybe sit in on a few if they offer a popup like you did, like a smaller version of, “Will this work for you? Will this not work for you?” The combination of people is key, and then show up. That would be my thing. Show up authentic, share it all, maybe share too much, but show up.

Sara: I love that. The more you show up, the more you receive, 100%. I love it. Nicole, what would you say?

Nicole: I was actually going to say a lot of that. Do your work, do your homework. If you come prepared with clear questions, if you have explicit data, if you already started the work, then people can be more effective with their input. While brain power is a thing, if you’re trying to get people to help you, you need to point the machine in the right direction. Be willing to work and be willing to set aside time when you meet, but also knowing that these people have weight in your life, and so have time set aside to be there for them too.

Sara: I love that. Thank you very much. Very well said. Jacq, what about you?

Jacq: Well, everyone stole my answers. Everything you just said. Ditto that. Yes, it’s an investment, but in yourself. I did well being in business for myself for the first year, but I knew that what got me here isn’t going to get me where I need to go next. Making a decision to invest in yourself is something you need to be ready for, and then showing up because you have to be here for everyone else and for yourself and being prepared, so you can’t just hide. You can’t not do the work. You have to be doing something, taking action, even if it’s scary. You’ve got to be ready for that.

Sara: I think you’re so right because it can be easy to hide when we hit problems in our business because who are we hiding from? Ourselves, right? We can let ourselves off the hook but with this built in accountability structure, you can’t hide.

Jacq, if you didn’t show up in our Facebook group for a week, we’d be like, “Excuse me, where are you at? What’s going on? What’s happening with your stuff? Is everything okay?” You’re just not able to hide in those shadows, so I think that’s an amazing, excellent point. Thank you for sharing that. All right Tracy, everyone’s probably said all sort of stuff you were going to say, but what else can you add?

Tracy: Yes, they did. They said what I wanted to say, but yes, I think to really be honest with yourself that you are committing to it. It’s a commitment. It’s not a dabble. It’s not just a credential that you can say, “I’m in a mastermind, and therefore all these amazing things will happen.”

It’s about doing the work. I really do think of it as my business partner. The same level of determination and effort and power you put into a partnership I think you should think of as putting into the mastermind because that is what you will get out of it. Remembering that you’re not just showing up for you, you’re showing up for everybody, and being willing to share and contribute to them as well, and being ready to receive all the goodness, because it is a lot of goodness.

Sara: Awesome. I love it. Well, there you go, straight from the beautiful hearts and the big brains of this mastermind. In 15 minutes, everything you wanted to know about masterminds, so thank you guys very much for sharing.



Jacqueline Fisch is a writer for creative entrepreneurs who don’t have the time or patience for writing and have businesses to grow.




Nicole Pond is a wife, mom to 3 girls, sister, former special ed teacher, lover of problem-solving. founder of The Yellow Bird all natural skin care company that uses pure and simple ingredients, free of synthetic chemicals, to nourish skin and promote health.




Rebecca Undem is a professional development expert with nearly a decade of experience, she’s a highly sought-after speaker, traveling the country, sharing her message of how to live BIG regardless of what you do for a profession or where you happen to be.




Stacy Fischer is the founder of of the  W Collective – a coaching company for women. Her mission is to help female entrepreneurs navigate change, learn to trust their intuition in decision-making, and cultivate calmness in chaos.
Tracy Bech is a serial entrepreneur, business and web strategy consultant. Good Path Consulting is her collective years of experience and network of high achievers in the entrepreneur and digital space.
In the Kickass Mastermind, but not on the recording: 
Brit Kolo  is the founder of JAM Marketing Group, where she operates as a Marketing Coach for creative female entrepreneurs with service-based businesses. 



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Record a 60-second audio clip and we’ll include the very best ones in a special segment of the Entrepreneur Mastermind Show (podcast + videos). 




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Podcast audio editing and custom music by the awesome Zack David. Need custom music or podcast editing? Check him out: http://www.zackdavid.com

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