Jess Glazer - Boldly Courageous

Trading Good For Great with Jess Glazer

Hi love! Welcome back to Boldly Courageous, a podcast created for you — the ambitious woman who is ready to take action and step fully into the life you’ve always dreamed of. I’m glad you’re here today!

We have my girl and dear friend Jess Glazer on the podcast today. She is an absolute genius when it comes to business strategy and making really, really difficult things super simple. Jess and I met through a mastermind we attended where I was instantly drawn to her ability to make business simple and easy. As a former teacher, she has a knack for breaking things down and creating systems and strategies that will literally blow your mind. 

In this episode, Jess shares so many valuable and actionable nuggets that you’re going to want to grab a notebook. We’re diving into why Jess and her husband stretched way out of their comfort zones by moving into a brand new home in New York City, the single sentence that gave her the courage to quit her job and become a full-time entrepreneur, and how she is able to celebrate filling her high-end mastermind with ease and no sales page. 

If you’re a woman who feels stuck, like she can’t breathe, and run ragged by hustle, this episode will refresh you and redirect you towards meaningful growth. Jess’ story will inspire you to acknowledge the good things you’ve accomplished and direct you toward the steps to even greater things. 

Who Is Jess Glazer?

Jess Glazer is a former elementary school teacher turned celebrity trainer who transformed her online side hustle into a million-dollar business in less than two years. Since leaving her job in 2017, she hired a team of incredible heart-centered humans, served hundreds of clients, and raised more than $50,000 for charity. 

Jess has been featured in Forbes, Shape, The New York Post, The Today Show, and Good Day, New York. Currently, she helps coaches build six-figure businesses. Her mission is to cause a ripple effect in the world that leaves a legacy beyond her singular actions. 

What I love about Jess the most is how she’s so dynamic. There are so many facets to her personality. It’s fun to watch her lean into all those different aspects and bring things to life. 

If you’re feeling bored or burned-out, get ready to explore three areas the universe might be begging you to trade good for great!

Trade Good for Great by Changing Your Environment

Sometimes you have to do things that are a little uncomfortable in order to grow into the next version of yourself. Oftentimes we get stuck in an environment of comfort. We’re like, “I just want to be comfortable. I just want to coast. I just want to relax. I want to breathe.” But we end up moving into discomfort. We actually become uncomfortable with the idea of being mediocre and not stretching, because once you’ve entered the personal development space, you can only stay in your comfort zone for so long. 

Jess and her husband moved out of their comfort zone by changing their environment and moving to a bigger apartment in New York City (not the cheapest place to pay rent, I might add).

“The boldly courageous thing I’ve done lately would probably be signing a lease for a new apartment to uplevel my life and be able to really expand. We wanted to stretch into something that we couldn’t necessarily quote-unquote afford. … My husband and I were still in a lease at another apartment for four months that we couldn’t necessarily get out of. So we kind of just took the leap and did it so that I could expand and grow. Since we have, it’s just been incredible.”

Jess Glazer

This is what Jess and I mean when we talk about stretching out of your comfort zone financially and changing your environment: There are people out there who choose not to lean into other ways of generating income and abundance in their life and yet they continue to stretch themselves financially. They end up house-poor because they’re trying to impress people. Their actions are coming from a lack-perspective that says, “I’m not good enough. So I need to buy fancy cars and a big house and all the clothes to impress people.” 

Instead, walk into more expansive energy. We want you to choose an attitude that says, “I am choosing to stretch myself in this way. It’s going to call me to a higher level of service and to lean into the next evolution of who I am. I’m putting myself here to serve and change my income goal from half a million to a million. And in order to do that, my environment has to support that growth.” 

Trade Good for Great by Giving Your Dreams a Chance

Are you unhappy? Do you feel like you can barely breathe? Do you walk around feeling unfulfilled? Then it might be time for you to give that dream of yours a chance even if it means you’ll be uncomfortable. But you’ll be in good company because that’s how Jess’s story went, too.

“People will often say, ‘You’re so brave. How did you just leave your job?’ For me, it wasn’t about the bravery and quitting. It really wasn’t like a superhero type thing. It was more that I was so uncomfortable. That’s what actually had happened. I was so unfulfilled and so unhappy that I got to a point where I felt as though there was no other choice. It wasn’t so much about jumping. It was just like, ‘I can’t breathe.’ … The thing that triggered me was not the two and a half to three years of crying every day on my way to school, which for the record … I loved my actual job. … I just was very unhappy. So it wasn’t the two and a half to three years of me crying every day on my way to work, it actually was a podcast that I was listening to. … This man was interviewing a woman. She was a teacher and she had a jewelry line that she sold on Etsy. She really wanted to go all-in on her Etsy line, but she was scared because she was a teacher.”

Jess Glazer

Those feelings of being unsettled and wanting to give your dreams a chance deserve your attention. Obviously, we can’t change the trajectory of our life and our career with every changing thought and emotion. But the ones that come and stay, or the thoughts that come and keep returning, mean something. They’re the whispers of some of the deepest desires of your soul. Start connecting them and see where they lead you. Then ask yourself the following questions that Jess shared from the podcast she was listening to:

“[The podcast host] said to her, ‘What would happen if you quit teaching, gave yourself one year, and tried to make it happen? If it didn’t work out, what would happen?’ She kind of sat with it and he asked, ‘What’s the worst-case scenario? What would happen if it didn’t work?’ She said, ‘Well, I would go back to teaching. I might have to go to a different district, but I’d go back to teaching.’”

Jess Glazer

Oftentimes we’re walking around living in our worst-case scenario. We have this doomsday picture of how bad things could be, but when we sit down, kind of map it out, and ask ourselves, “Okay, well, if [the worst] happened, what would I do?” We recognize that we’re actually right where we would be if we took a leap and it didn’t work out. So, why not take the leap? Jess did. Here’s her description of the exact moment she took the leap:

“[For reference,] I was driving to school while I was listening to this podcast. It was the next thing that he said that actually had me pull the car over. He said, ‘Okay, how does it feel to wake up every day and live in your worst-case scenario?’ It was like a dagger through my heart – through three years of being unhappy, crying on my way to school. … And as soon as I heard that question, I told my husband that I was going to quit.”

Jess Glazer

What would be your answers to all those questions? Your true, honest answers. What would they be? It’s so easy to get caught up in the constant busyness of life that we don’t take time to hear ourselves think, feel ourselves feel, and ask ourselves questions about what life would look like if we responded to those thoughts and feelings. More often than not, we’re carrying the answer to our own overwhelm and discontentment in every, “I wish…If only…What if…” that we whisper to ourselves. If you listen to what you’re already telling yourself and take action on it, seven times out of ten, you’ll find your key to freedom and joy!

Trade Good for Great by Choosing Alignment over Hustle

To grow your business, you may think hustling is the key. And while you do have to work hard, hustling isn’t everything. This is what Jess has to say:

“There’s a lot of stuff trending on social media from a lot of these business owners, specifically, women who are making seven or eight figures in their business. Their messaging now is, ‘You don’t have to hustle. You don’t have to grind. Let’s avoid burnout and adrenal fatigue,’ which I’m all about. But I’ve yet to see someone get to that point [of success] in their business without the grind, the hustle, and the burnout. After you hit the six-figure and even multiple six-figure [mark], you start to get to a point where you really need to outsource. If you want to scale, if you want to grow, [if you want to hit half a million dollars], you need to bring on team members because the amount of hours you’re working is just insane. … I danced with burnout all of 2019. I did multiple launches and every launch that I did, I was sick for a week after — completely destroyed. … [I wondered what it would have] felt like to have supportive people going through [the growth and transformation] with me, and having a coach who understood [the signs of burnout and how to efficiently run a business].”

Jess Glazer

It was from that place that Jess created the Grind to Aligned hybrid mastermind, which combines traditional mastermind groups with one-on-one coaching and retreats to help ready-to-scale entrepreneurs navigate growth with less burnout and more abundance. Since choosing to align with her zone of genius, Jess has experienced incredible growth that came easily.

“Right now, I’m celebrating, selling out my high-level masterminds with ease. And, that’s [the part] I’m celebrating: with ease. I actually didn’t launch it. I never publicly put it out there. And I was able to sell that out.”

Jess Glazer

When you identify what you’re good at and which things you do for your business that brings you joy and you outsource the rest you’re working in alignment and abundance almost always follows. 

Be Boldly Courageous with Jess Glazer

Trading good for great almost always feels a little scary in the moment, because it’s outside of our comfort zones, but it’s worth it. As you choose great over good you step into expansive energy that not only allows you to grow, but also extends your impact in the world.

I’m so grateful Jess shared her time with me to record this episode. Her transparency inspires me and I learn so much from her every single day. I hope this episode gave you the permission you needed to take messy action. 

If you want to keep listening in on all Jess has to teach and say, follow her on Instagram – that’s where she hangs out the most. And be sure to check out her incredible training called Post-it to Profit. It’s all about taking a $4 pack of post-its and turning it into thousands, tens of thousands, or even millions of dollars. Go to to get the FREE training!

If you’re feeling all the feels from this goodness like myself, make sure you screenshot this episode and share it on Instagram. Don’t forget to tag me (@themelissamartin) and Jess (@jess.glazer), so that we can celebrate you. 

Thanks for joining me for today’s episode, babe! Go out there and live your boldly courageous life! 

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My name is Melissa Martin, and I’m here to be your wing woman as you gain the tools and confidence to face your fears head on.


Jess Glazer - Boldly Courageous

Trading Good For Great with Jess Glazer

Today, my girl Jess Glazer is here to help redirect you toward meaningful growth. She’s a genius when it comes to business strategy, and she has a ton of wisdom to share!

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