Let’s be real: growing a six-figure service business isn’t just about better content or sexier sales pages. It’s about knowing what’s actually in your way… and having a plan to move through it.

In this episode, I’m walking you through the six exact obstacles that every service provider will hit on the road to building a six-figure business—because they’re not glitches in the system, they are the system.

These are the places you’ll feel stuck, frustrated, or like, “Wait… am I even cut out for this?” But I want to show you how to name what’s going on so you can stop spinning and start seeing real traction.

This episode is for you if:

You’re getting clients but it still feels chaotic or random

You’re burned out or undercharging

You’re tired of guessing what’s “not working”

You want a roadmap that actually makes sense

These six checkpoints are predictable. Which means once you know what they are, you can hit them on purpose—and grow faster.

I also share how these obstacles inspired my brand new 90-day coaching program, Six Figure Sprint, designed to help you validate, sell, and scale your signature service—without wasting time stuck in “maybe later” mode.

👉 Missed the last episode? Go listen to my full 2025 rebuild story. These episodes go perfectly together.

The 6 core obstacles between you and six-figure success

Why you keep hitting the same frustrating patterns (and how to stop)

The biggest mindset mistake that keeps service providers broke

How to shift from hustle to repeatability in your business

Why marketing isn’t the first thing you should fix

A behind-the-scenes peek at my new Six Figure Sprint program

Apply for the Six Figure Sprint: https://courtneychaal.com/six-figure-sprint

Take action now!

Work with Me: https://courtneychaal.com/six-figure-sprint

Freebies: https://courtneychaal.com/free

Connect on Social: https://www.instagram.com/courtneychaal/

What does it really look like to rebuild your business from the ground up—while recovering from burnout, going all in on your purpose, and wrangling two toddlers?

In this honest, behind-the-scenes episode, I’m walking you through exactly how I went from “hot mess express” to fully booked and focused in the first six months of 2025. I’m breaking down what I actually did month-by-month, the painful (but necessary) lessons I learned, and why I’m doubling down on helping service providers scale to six figures and beyond. Consider this your permission slip to stop chasing shiny objects and start building the business that can actually support you.

The “rock bottom” moment that started my 2025 reset

Why I made $30K with no team and no systems

What I would’ve done differently if I was coaching myself

The mistake that cost me sales in February

The offer I launched too early (and what it taught me)

The pivotal May moment that forced me to stop and FOCUS

How I booked out Courtney for a Quarter in just 2 weeks

Why “one thing to a million” is now my whole business plan

What’s next: my reimagined offer and new six-figure message

How we doubled our funnel price and 4x’d pay-in-fulls

Yay for Clients: https://courtneychaal.com/yay-for-clients

Booked in 5 Days Challenge: https://courtneychaal.com/booked-in-5-days

Instagram: https://www.instagram.com/courtneychaal/

We need to talk about your messaging.
If your calendar is empty—or your boundaries are busted—this episode is for you.

I’m sneaking into my office with a McDonald's burger in one hand and a fire in my soul to break down a big truth: whether you’re struggling to get clients or drowning in burnout from too many of the wrong ones… it’s the same root issue.

Let’s be real: I haven’t been loud enough about this. But that ends now.

In this episode, I’m calling out the two types of entrepreneurs I see over and over again—the Clientless Creator and the Booked Out Bender—and why both are secretly suffering from the exact same problem: unclear, unvalidated messaging.

This isn't about doing more. It’s about doing the right work to make your offer magnetic AF.

Come for the McDonald's confession, stay for the messaging truth bomb. And don't forget to grab your spot for the Build a Client Booking Machine Masterclass on July 31st (or watch the replay if you’re listening later):
👉 https://courtneychaal.com/masterclass

Why “Where are the clients?!” is not the real question

The 2 types of stuck service providers (and how to know which one you are)

How unclear messaging causes burnout AND crickets

The sneaky difference between a real signature service and a hot mess in disguise

The only way to know your offer is ready to sell

The one thing you need to do before creating your next service or funnel

Sign up for the Masterclass: https://courtneychaal.com/masterclass

Instagram: https://www.instagram.com/courtneychaal/

Take action now!

Work with Me: https://courtneychaal.com/shop

Freebies: https://courtneychaal.com/free

Connect on Social: https://www.instagram.com/courtneychaal/

You Are Not Your Business (Even If It Feels That Way)

I just got back from a family trip to California—and after some much-needed rest, I am fired up, re-inspired, and READY to get back to work. And today’s message? It’s one I wish someone had drilled into my head when I started my business back in 2012:

👉🏼 You are not your business.

This solo episode is a heartfelt, fire-starting pep talk to every service provider out there who’s accidentally built their business like it’s an extension of themselves—and is feeling overwhelmed, over-attached, and totally burnt out because of it.

I’m sharing why this mindset keeps you stuck, how it sneaks into everything from your pricing to your content, and the simple but powerful shift that will change everything about how you show up (and sell).

This is the exact mindset you need before you build your Client Booking Machine—and yes, I’m inviting you to the last live round of my Build a Client Booking Machine Masterclass happening Wednesday, July 31st at 10am Pacific. Get in here:
👉🏼 https://courtneychaal.com/masterclass

If you’ve been feeling overwhelmed, resentful, or stuck in your business lately—this episode is your wake-up call.

The dangerous trap of over-identifying with your business (and how it shows up)

Why “self-expression” shouldn’t be the only strategy in your business

The truth about why I used to take every no, critique, and slow month personally

What I learned during a business retreat in Bali that changed everything

Why treating your business like a machine (instead of your soul’s art project) will set you FREE

The mental model I use to separate myself from my business (blocks and towers, anyone?)

How to build a service-based business that doesn't emotionally wreck you every quarter

Plus: The inside scoop on the upcoming Client Booking Machine Masterclass and why you need to be there live.

🎧 Press play and let’s build your business—without burning out your brain.

Join the Masterclass: https://courtneychaal.com/masterclass

Watch the 6-Figure Blueprint Masterclass replay (inside the School community!)

Follow on Instagram: https://www.instagram.com/courtneychaal/

Take action now!

Work with Me: https://courtneychaal.com/shop

Freebies: https://courtneychaal.com/free

Connect on Social: https://www.instagram.com/courtneychaal/

Neurodivergent entrepreneurs—this one’s for you. 💥

In this deeply personal episode, I’m sharing the raw truth about what it’s like to grow a business when your brain doesn’t fit the traditional mold. From getting an ADHD diagnosis in my 30s to the very real experience of burnout and creative shutdown, I’m pulling back the curtain on how I’ve had to radically rethink what “success” looks like—and why the neurodivergent lens changes everything.

This episode is both an invitation and a permission slip to build a business that works with your brain, not against it.

I also give you a behind-the-scenes preview of the upcoming Neurodiverse CEO Summit—a 3-day event for entrepreneurs who are ready to stop pretending, start accommodating their brains, and build wildly aligned businesses.

Whether you’re diagnosed, self-diagnosed, or just starting to suspect that your brain might be wired differently, you are so welcome here.

🧠 Here's what we explore in this episode:

• What it feels like to build a business when you’re constantly working against your brain
• The link between neurodivergence, creativity, and burnout
• Why “mindset” talk often misses the mark for neurodiverse folks
• How I’m reimagining my business to honor my ADHD diagnosis and capacity
• The difference between doing business as a “healthy person” vs. one with a unique brain
• Why traditional systems and productivity hacks can actually make things worse
• The story behind the Neurodiverse CEO Summit—and why I created it
• A vision for business that honors who you are, not who you’re trying to perform as

✨ SPECIAL INVITE: The Neurodiverse CEO Summit (July 28–31) Claire is hosting the free virtual Neurodiverse CEO Summit, and she wants you there!

This event is designed by and for entrepreneurs with ADHD, autism, chronic illness, anxiety, and other neurodivergent identities.

And it’s all about building a business that actually works for your brain.

Here’s what you’ll love:

• 🎤 25+ speakers who are neurodivergent themselves (myself included!)
• 💡 Practical strategies for productivity, marketing, pricing, systems, and tech
• 🧠 Tools that match your energy, not fight it
• 🔄 How to reuse shiny new ideas (without burning out)
• 💵 Real financial growth—without hustle-culture pressure

👉 ​Click here to grab your free ticket​ and join the movement!

---

Take action now!

Work with Me: https://courtneychaal.com/shop

Freebies: https://courtneychaal.com/free

Connect on Social: https://www.instagram.com/courtneychaal/

This episode is short, spicy, and straight from the heart. I’m walking you through the exact mindset shift I had to make before I ever saw six figures in my business — and trust me, it had nothing to do with working harder or doing more. This is the episode I’ll be referring people to for years because this is where it all starts: belief. If you're stuck spinning your wheels under $100K, this is your permission slip to stop playing small.

• Why six figures starts in your mind, not your business plan
• The sneaky beliefs that held me back (and probably have you stuck too)
• How I moved from people-pleaser freelancer to CEO energy
• What “future me” believes that got her to $250K+
• Why I had to get nauseated daily to finally grow

👉 Join my FREE Six-Figure Roadmap Workshop happening TOMORROW, July 10: https://courtneychaal.com/blueprint

🔥 Watch the Build a Client Booking Machine Masterclass: https://courtneychaal.com/masterclass

🤩 Meet Future Me (my GPT!): https://courtneychaal.com/future

If you're dreaming about trading client work for course sales, you need to listen to this episode. I'm walking you through what it really takes to transition from 1:1 services to courses without crashing your revenue or your sanity. I’m breaking down the three biggest mistakes I see (and have made!), what systems you absolutely need in place, and how streamlining your services now sets you up for scalable success later. This is the honest truth about what it actually looks like to make the leap—and how to do it right.
 

• Why streamlining your services is the smartest first step to launching a course
• The three biggest mistakes I see when transitioning from services to courses
• How to know if you're being a People Pleaser, Pleasure Seeker, or Over-Complicator
• What needs to be locked in (marketing, sales, delivery!) before launching a course
• My hot take: Services are how you make money now, courses are how you scale later

💻 Client Booking Machine Masterclass: https://courtneychaal.com/masterclass

🥳 Yay for Clients: https://courtneychaal.com/yay-for-clients

🎤 Services vs Courses Episode: https://yay-for-business-with-courtney-chaal.simplecast.com/episodes/services-vs-courses

🎤 Denning-Kruger Effect Episode: https://yay-for-business-with-courtney-chaal.simplecast.com/episodes/ep-40-dunning-kruger-effect

💌 Instagram: https://www.instagram.com/courtneychaal

This is the pep talk (and reality check) every service provider needs.

I’m getting brutally honest in this episode about one of the most common crossroads entrepreneurs face: “Should I stick with 1:1 services, or launch a course?”

Spoiler alert: There’s no one-size-fits-all answer—but there is a right path for you right now, and I’m walking you through exactly how to figure that out. I’m busting myths, bringing the receipts, and sharing the math behind your business model choices so you can stop spinning out and start moving forward with clarity and confidence.

If your course isn’t selling, if you’re burnt out from services, or if you're dreaming of that “passive income” life—pause and listen to this first.

We’re not here to shame anyone’s journey, but we are here to face the facts. And those facts will set you free (and maybe even make you some money).

What you’ll learn in this episode:

• The real reason most courses don’t sell (it’s not your content)
• Why 1:1 services are still the most realistic path to revenue for most people
• What it actually takes to make courses profitable
• The essential runway you need to shift from services to scalable offers
• My signature "Client Capacity Calculator" and how to use it to check your bandwidth
• Why over-delivery is hurting your revenue and what to do instead
• How to calculate your max earning potential (and adjust accordingly)

Resources Mentioned:
🧮 Free Client Capacity Calculator: https://courtneychaal.com/calculator
🎓 Yay for Clients Program: https://courtneychaal.com/yay-for-clients
💼 Streamline Your Signature Service Course (included for YFC students!)

Quarter 2 has been a journey—and in this raw solo episode, I’m walking you through every messy, magical, and humbling moment. From skipping my buffer week (big mistake) to nearly burning through my cashflow (whoops), I’m unpacking what actually happened behind the scenes in Q2 of my business and what I’m doing differently going into Q3.

This isn’t a highlight reel. It’s the real deal. The detours. The reckoning. The lessons that slapped me in the face. If you’ve ever felt like your big plans got totally derailed, or you’re not sure how to balance building momentum with staying grounded—this one’s for you.

We’re talking:

The quarter started with roadblocks (literally) and a daycare drop-off that rocked my world

Why skipping a "week 13" buffer derailed my entire Q2 rhythm

The huge mistake I made with my offer priorities—and why it almost cost me my cashflow

My unexpected reckoning moment (and why the Magic Quarter is designed for exactly this)

The underrated power of your weekly tracker (aka why I’m calling it GOD now)

How I’m approaching Q3 planning very differently because of this

What You’ll Learn in This Episode:

What happens when you don’t pause before diving into a new quarter

Why cashflow needs to come before scaling (even when it’s not sexy)

How obstacles are actually the path to your goal—not the thing in the way

What my nervous system taught me about freezing and "going blank"

The exact changes I’m making to my Q3 priorities and planning process

Links & Resources:

✨ Join the FREE Quarterly Planning Workshop on June 18th: https://courtneychaal.com/quarter
✨ Want my calendar system? Get the Calendar Commandments here: https://courtneychaal.com/calendar
✨ Apply to work with me 1:1 in Courtney for a Quarter: https://courtneychaal.com/shop

Take action now! -Work with Me: https://courtneychaal.com/shop
-Freebies: https://courtneychaal.com/free
-Connect on Social: https://www.instagram.com/courtneychaal/

Fresh off a powerful Magic Quarter call, I hit record on this mini episode to share the exact exercise I gave my clients—because this is the thing that will change your life and your business.

If you’re off track with your goals, avoiding your bank account, procrastinating on posting content, or stuck in the spiral of “I suck because I didn’t follow through again,” this episode is your invitation to STOP spiraling and START rewiring your brain in real time.

We’re breaking down why the feeling you’re avoiding is the thing standing between you and your next level—and how to move through it (instead of around it).

I’m walking you through a deceptively simple exercise that will completely change the way you approach discomfort, fear, and resistance in your business.

If you actually do this, you’ll get where you want to go—faster.

Why you're not hitting your goals (spoiler: it's not what you think)

How to stop letting your emotions sabotage your progress

The exact exercise I give my clients to build emotional resilience

What to do when looking at your data makes you want to crawl into a hole

How to train your brain to stop panicking—and start solving

🎥 Free Future You training: https://courtneychaal.com/future

✨ Quarterly Planning Workshop (June 18): https://courtneychaal.com/quarter

📝 Apply for Courtney for a Quarter (by June 10): https://courtneychaal.com/shop

📥 DM Workshop (June 9): Details on IG: https://www.instagram.com/courtneychaal/

Questions? DM me or email [email protected]

Freebies: https://courtneychaal.com/free