Mentorship mastermind sessions to fine-tune your creative

business & put you on a trajectory for success.


You feel called to serve others with creativity -- while cultivating a life-giving way to support your family financially.

But now that things are movin’ and shakin’, you could REALLY use a clear, customized plan of action. I mean, you’ve got a pricing plan (well, sorta), but need an extra set of eyes & roadmap to make sure this whole shindig is actually fruitful.

Because some days? It just feels like you’re doing ALL you can do … and STILL aren’t making ends meet. You gotta match that old salary -- or else.

But if you listen to one more podcast or read one more blog about creative business and marketing and monetizing your skills …UGH! You’ll stab that pretty gold pen right through the curated mood board over your desk.

So you’re spinnin’ your wheels late into the night realizing that weekly flower budget …. well, it isn’t the only thing on the chopping block if this creative endeavor doesn’t find some true growth & success. Eeek!

What if it were possible to get a customized game plan for how to make this creative biz idea fly with one-on-one coaching to fine-tune your brand & put you on the right path in just 30 days?

Leads (not just likes!) would start to pour in from your Instagram account in just one month, you’d FINALLY start off your days with a coffee cup in hand and clipboard of the day’s tasks … you know, so you can actually start pulling in an income and move this beyond “expensive hobby” semblance.

Imagine no more scratching your head about how to submit a feature or get some national attention on your brand … no more feeling like everytime you post something more “selling” focused, your sweet follower tribe is gonna run for the (peony full) hills … but having someone to see new streams of revenue that you haven’t thought of yet as a possibility … someone to ask the tough questions (with love!) and coach you through the exact, step-by-step process for growing an intentional creative business that serves others well -- including your little family.

I’m Kaitlin Holland, and a mere 4 years ago, The School of Styling was just a twinkle in my eye.

Fast forward to now, and I’ve held more than 6 workshops around the country, grown an intentional following of more than 80K, hosted multiple online workshops … and mentored dozens of small business owners like you.

Kaitlin Holland Coaching Sessions were created to take you through the entire game plan I used to grow my own business, so I can hold your hand as we shape your own in a mastermind community.

KHC Sessions are 4-week coaching programs designed to get your business on the right path, and give you a tiny, mastermind community of 4 hand-selected women to grow alongside in our 30 day incubator.

During our month together, I’ll hold your hand and show you exactly how to identify the clients who will PAY you (not just like your posts!), structure a pricing plan that works, land national media attention, and grow an intentional social media following -- all in a custom gameplan, so you never feel like you’re wading into uncharted waters (‘cause you’re NOT alone!). And it’s not just about numbers ROI … expect a heart-level return on the precious investment of your strengths and gifting, too, as we deep-dive into your strengths and gifting.

Are you ready to apply for a mentorship spot & build a business out of your creative dreams?

Hang up the twinkle lights and pour a mimosa -- we’re going to equip you to GROW!


Here’s what you get inside Kaitlin Holland Coaching:


Week 1 Curriculum: Visioncasting

So, what does this mean for you?

  • How to define success on your own terms, so you can drown out the scroll and start doubling-down on how to live a life by your OWN design.

  • An identifying fears exercise, so you know how to call out the parts of running your creative business -- and get practical advice on how other business owners face them.

  • My Envisioning Exercise, my step-by-step way to discover what your ideal day, month, year, and life would actually look like.

  • “What do I need to believe,” a way to give you confidence to move forward with a roadmap for building a creative small business

  • The StrengthsFinder test, an assessment for identifying your unique giftings and talents, so we can review them together and see how they’ll play into your business.


Week 2 Curriculum: Analysis

So, what does this mean for you?

  • How to write your Mission Statement training, so you can put pen to paper and set a guiding statement in place to govern and direct your dreams.

  • Step-by-step Story Brainstorming, giving you fresh-eyes on all of the ideas you could be sharing in social media, in your content, and even in your services and products.

  • My framework for finding your Ideal Client, so you can start luring in exactly the type of audience who wants to listen to what you have to say

  • What you need to consider about your WHAT and your WHY, so you can start turning your deeper goals into tangible action items for your business.


Week 3 Curriculum: Marketing

So, what does this mean for you?

  • Knowing Your Metrics, and the step-by-step checklist so you don’t make the mistakes that most people make starting their list that cause unsubscribes

  • How to Move Forward in Your Strategy, giving you an outline for the best possible email list and outcome

  • Communicating your message, giving you an outline for the best possible ways to market your business and share your story.

  • How to reach YOUR people, so you don’t make mistakes that most creatives make -- and waste too much time trying to reach the WRONG people.

  • Consistent branding training, with step-by-step walkthroughs that show you how to unite your message with your visuals for social media, your web presence, and beyond

  • Specific how-to trainings on:

    • Your Website

    • Your Social Media Outlets

    • Your Email Newsletter

    • Your Opt-in

    • Collaborations and networking opportunities


Week 4 Curriculum: Finances

So, what does this mean for you?

  • Business profit goal assessment, so you can determine if your pricing and packages will set you up for success.

  • Budget training, to identify what you REALLY need to make each month.

  • Systems tweaks, so you can determine what you need to do  -- from upping your prices, booking more clients, or cutting overhead -- to reach your goals.

  • Step-by-step training on streamlining your backend for simplicity -- let’s get you to spend more time doing what you LOVE, whaddya say?

  • Reevaluating your goals and setting up your next action steps, so you can figure out where you go from here!


But wait! You’ll ALSO get access to …

  • Four deluxe coaching and mastermind calls, so you can pour two hours each week into your business, getting both one-on-one mentorship and case study coaching.

  • 3 one-on-one calls with Kaitlin, from your 15-minute initial kick-off call, to two half-hour coaching calls to develop your personalized action plan.

  • More than 25 PDFs and downloads, all delivered in your weekly pep-talk email check-in.

  • One accountability partner call each week, so you have someone to check in -- and ask you the hard questions just when you need it!

  • Lifetime access to all call recordings.

  • PLUS an option to spend an additional week with me working through my "Gospel-Centered Business" curriculum (*participation not required to be admitted)


How do KHC Sessions work?

1. Complete an application and submit your deposit below by the deadline, and we’ll do our work to put you in a tribe of 3 to start your mastermind in the next six months. Circle the month we hand-pick for you -- you’re going to do this thing!

2. The first day of YOUR month, it’s go-time. Kaitlin will hold 3 1-on-1 scheduled calls with you AND weekly calls with your mastermind group to walk through the curriculum and build out your gameplan. Our little community of accountability buddies is here for you!

3. Fast forward 30 days, and you did it! You’ve got a customized roadmap for your business and a built-in on-going support system of 3 other ladies, so you can next-level your biz and secure clients that actually pay you for your creativity.



So, what’s the investment?

Well, you could DIY your way to profitability, trying to hack your ideal client and learning #allthethings from a zillion blogs and podcasts -- but how do you ever know what’s right for you … what advice COULD move the needle on your business (and what advice won’t work for your market?)?

Or, you could pull up a chair for 30 days and sit beside me as I pull back the curtain on how I built The School of Styling and show you how to intentionally build your own creative empire.

Your investment for your KHC & mastermind is $2199.

You have my 15-day happiness promise: If you get 15 days into the program, and realize this isn’t what you thought it would be, I’m happy to buy your package back from you.

How to know you’re a PERFECT fit for KHC CoachinG:

  • You’ve been at the styling/creative/art-lovin’ game for a hot second, and you just know that by really getting a biz gameplan in place, you’d be able to PAY yourself and create more freedom (and impact).

  • You’ve started a social media tribe (um, hello you love to curate EVERYTHING!), but the selling-to-them thing? Ew. You know you’re up to the challenge, just need a coach and some accountability to show you how to do it with heart.

  • You adore serving others with your creativity, but feel it could be more effective than your current social media blasts and blog posts … you just don’t want to come across spammy in their inboxes.

  • You don’t mind a little hand-holding when it comes to knowing how in the WORLD to get national attention on your brand (‘cause secret? I was there, too, and I didn’t know how to pitch The School of Styling either!).

  • You’re ready to roll up your sleeves and figure this thing out once and for all by making the RIGHT moves for your business (not just what the podcast hosts say is the new thing!), putting in time and getting your creative endeavor a little bit closer to that long-term asset that serves your family.

Oh, and if we haven’t met yet ...

I'm Kaitlin, and most days you’ll find me tucked in my North Carolina home with my husband Clay, baby Lucy, and our German Shepherd Scout -- I’ll be the one constantly decorating my home with a glass of buttery chardonnay or a dirty chai in hand! I’m crazy about serving Jesus, loving people, and digging into dreams and passions of others, so we can make a nitty gritty game plan to propel them forward.

I’m handing over my blueprint for growing a creative small business with heart: in 4 years, I went from dream-up mode to more than 74K followers, nationally-recognized workshops, and speaking engagements across the country. Not only does The School of Styling continue to grow, but so does my ability to love and care for my sweet husband and baby girl.

The best part?

It wasn’t through speed-demoning my way through … it was through a slow, steady path that gave me margin to cultivate my “why” and my heart.

I’ve mentored dozens of creatives, but now? I want to pull up a chair in your living room, put you in a tribe with 4-like-minded ladies, and see what kind of magic we can make for you together.

What others have asked before joining KHC Sessions?

Do I have to be a stylist?

Absolutely not, friend! We’ve had floral designers, wedding planners, online boutiques, calligraphers, fashion bloggers, and more come through our curriculum -- my strategies are not focused on trying to make you a professional stylist (or launch a conference!). You’ll learn how to elevate the business you already have.


There’s no WAY my life is perfect and interesting enough to get followers!

Heard! This strategy lets you show off what matters most—you, your brand, and your message. I mean, let’s be real: most days I’ve got a baby in my lap, top-knotted hair, and there are no peonies in sight. I’ll show you how to be real, but also know just what to say on Instagram and in your marketing, so you never have to wonder again.


Kaitlin, I can’t spend that right now!

Oh, how I’ve been there: taking a leap and investing in your business can be something that makes your stomach curl -- even at this point, investing for coaches and teachers for my business is a big decision for me. All I can do is speak from experience: when I invest in myself and my business, learn from a pro, and grasp strategy to implement asap, the money comes back to me. And let me tell ya, trying to figure it out by scouring the internet, listening to a zillion podcasts, and trying stuff on my own? That always costs my business (AND my family!) WAY more in the long run. Still iffy? And as always, you have my 15-day happiness promise: If you get 15 days into the program, and realize this isn’t what you thought it would be, I’m happy to buy your package back from you.


Photography by Blue Barn Photography