242. The Messy Middle
The Kristen Boss Podcast
Kristen Boss
4.9 • 751 Ratings
🗓️ 8 December 2025
⏱️ 22 minutes
🔗️ Recording | iTunes | RSS
🧾️ Download transcript
Summary
Description:
In this raw and relatable episode, Kristen invites listeners into an honest conversation about one of the most overlooked—but essential—parts of any transformation: the messy middle. From career pivots to personal growth, Kristen shares why this unglamorous phase is where true change actually happens.
Using stories from her own life—unexpected setbacks, frustrating gym reps, snow days without WiFi, and even a drooping houseplant—Kristen makes a powerful case for why resilience, self-compassion, and showing up when it’s boring and hard are the keys to sustainable success.
Whether you're building something new, working through a tough season, or just tired of not seeing quick results, this episode is a must-listen. Kristen gives practical mindset shifts to help you stick with your goals after the excitement wears off—and before the big wins arrive.
What You’ll Learn in This Episode:
- Why most people quit in the messy middle—and how you can be different
- How boredom, frustration, and slow progress are actually signs you're on the right track
- The importance of building "frustration tolerance"
- How to retrain your brain to spot micro-wins and signs of life
- Why downsizing your goals can help you actually follow through
- How to find purpose and pride, even when the results aren’t visible (yet)
Key Takeaways:
- Progress is often quiet, slow, and unsexy—but it's still progress.
- The “messy middle” isn’t a problem; it’s the process that transforms you.
- You don’t need motivation to stay committed—you need consistency.
- Building something meaningful requires boring, repetitive reps over time.
- Boredom is a gateway to creativity, not something to run from.
Timestamps:
0:58 – Recording from the basement: Life without internet
2:45 – Why we love beginnings and endings—but struggle with the middle
4:44 – What Kristen’s “skyscraper year” taught her about digging deep foundations
7:34 – Lessons from her daughter’s piano practice (and adult frustration tolerance)
10:13 – Why high achievers struggle when they’re not good at something right away
13:18 – Training your brain to look for signs of life
15:21 – How to stay in the game when results are slow
17:23 – 5 ways to thrive in the messy middle
20:03 – Reflecting on 2025: Measuring internal wins, not just external results
Connect with Kristen:
Visit www.kristenboss.com for coaching, courses, and more resources.
Loved the episode?
- Screenshot and share it on Instagram—tag @thekristenboss so she can shout you out!
- Leave a rating and review to help others discover the show.
- Send it to a friend who’s stuck in the messy middle and needs a dose of real talk
Transcript
Click on a timestamp to play from that location
| 0:00.0 | You're listening to brand new eyes. |
| 0:07.1 | You're listening to the Christenboss podcast. I'm your host, Kristen Boss. As a best-selling author and performance coach, I'm on a mission to share about sustainable and purposeful approaches to both business and life. Each week, I bring relevant topics that I believe are necessary to create a life of purpose, significance, |
| 0:38.8 | and meaning. |
| 0:40.4 | Entrepreneurship is about so much more than growing your bottom line. |
| 0:43.9 | It's about who you are becoming in the process and building a life that is truly extraordinary. |
| 0:50.7 | Entrepreneurship is really just the beginning. |
| 1:03.8 | Hey friends, welcome back to another episode of the podcast. Glad you're back. Hey, if you notice that I sound a little different, that is because I am without my podcast, Mike. I am not in my |
| 1:10.4 | recording studio. I'm in the basement of my parents' house because we have no internet. And in this day and age, it's not very convenient. It's not very often you hear that you're not going to get internet for the next one to three weeks. I'm like, I have a business from home. Can you like do it yesterday? |
| 1:29.5 | So anyways. Um, and we also had like two back to back snow days the past week. And so we, |
| 1:36.5 | our kids were having like 90s snow days and like not streaming anything. Like, hey kids, you're |
| 1:42.6 | going to have to figure it out if you're bored. Oh, |
| 1:44.4 | well. So, yeah, so I'm having to drive up to my parents every day and record on my laptop. |
| 1:49.8 | So if it sounds different, that's wise. So, hey, so I want to talk about something that I think is |
| 1:54.3 | really important as we are getting to the end of the year. And you're probably starting to |
| 1:58.8 | think about, you know, 2026, what you want to look |
| 2:03.2 | different. Maybe you're moving into some reflection this year. Maybe this year has been |
| 2:07.8 | about surviving. Maybe this year has been a winning year for you. Um, but here's the thing. |
| 2:14.1 | When I, when we talk about transformation and change and results, because, you know, this is a personal development podcast. |
| 2:21.0 | That's probably why you're listening is, you know, we, I find we are emotionally bought in to two parts of transformation. |
| 2:30.5 | We get excited about the start, the dreamy, exciting place. |
| 2:35.5 | And I kind of talked about that in the last episode with hope hustling. |
| 2:38.9 | And if you haven't given it a listen, I highly recommend. |
... |
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