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STRATEGY VIP DAY
Are you a busy, driven business owner who feels like you’re pushing hard but getting nowhere?
Do you need outside eyes that aren't emotionally attached but also GET exactly where you are?
This VIP day is designed to help you escape survival mode and build a clear, exciting plan for growth—so you can
confidently step forward with clarity into what's next.
THIS IS FOR THE:
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Busy Business Owner Who Feels Stuck – If you’re running but not moving forward, let’s break free from the hamster wheel.
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New Business Owner Who’s Overwhelmed – Not sure where to start? We’ll set you up with a solid, growth-focused plan.
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Experienced Business Owner Ready for a Full Strategy Refresh – Let’s map out next year with purpose, from messaging to marketing, plus a growth-oriented suite of offers.
THIS IS HOW YOU MIGHT BE FEELING RIGHT NOW
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Spinning Your Wheels – yet somehow stuck in place
Saying yes to clients and projects that don’t fit and drain you. -
Stretched way too thin – balancing family and business, with no end in sight
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Parent guilt. Business guilt. It’s exhausting.
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Constantly Playing Catch-Up – late nights, chronic exhaustion, and no breathing room.
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Unsure of the next step, feeling isolated.
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Knowing that something has to change but not knowing what or how.
ENTER: THE STRATEGY VIP DAY
Imagine an entire day devoted exclusively to creating a plan that actually works: creates growth, creates clarity, and creates opportunities for the life you want.
This is not a dull day of “business planning”
we’ll be bringing creative tools to open up space
for your brilliant ideas and make way for the plan that supports them.
Here's What You CAN EXPECT:
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6 Hours of Focused Support – An entire day dedicated to creating a strategy that fits your life and your growth goals so you aren’t scattered and wondering what to work on and when.
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Lunch Provided – A chance to recharge while we refuel and keep the momentum going.
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Creative Visioning and Processing – We'll build a solid foundation based on what you really want for your business or professional direction in the coming year.
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Strategic Assessment of Current Offerings – What’s helping you grow? What isn’t? Out with the old, in with the aligned strategic actions that will actually get you results.
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Mapping Out Your Growth Path – You’ll walk away with actionable steps that push you toward real growth and lasting success.
What You'll Walk Away With:
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Relief and Clarity – A plan that’s not only practical but energizing!
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A Strategic Growth Map – You’ll have a roadmap that guides your next steps, tailored to your unique vision.
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A Sense of Partnership – You no longer have to carry the load of figuring it all out alone and for two additional weeks you'll have me in your back pocket in a 1:1 talk/text space.
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Defined Boundaries and Communication – Language that empowers you to hold your boundaries with clients and loved ones.
This VIP Day is your chance to step out of survival mode and into a proactive, growth-focused strategy for your business.
Let’s build a plan that supports you, sustains you, and sets your business on a path to thrive.
The Playful Strategy VIP Day takes place in Pennsylvania.
Investment starts at $5,000.
Payment plans available.
Limited travel dates are an option in 2026.
3 Easy Steps to Get Started:
1. Book a Clarity Call
2. Connect + Share Your Current Obstacles
3. Select dates from open Months in Q1&Q2
What Clients Have to Say
Meet Cait
Cait Finn is the founder of multiple joy-centered businesses focused on leadership, creativity, personal and professional growth.
Her work sits at the intersection of strategy, creative practice, and human-centered leadership. Each entity supports individuals and organizations who want to build meaningful work without sacrificing clarity, capacity, or peace.
Over the past two decades, Cait has worked with thousands of high achieving athletes, business owners, creatives, teams, and organizations navigating growth, change, and transition.
She is known for bringing grounded insight, practical frameworks, and a steady presence to complex conversations so people slow down, think clearly, and move forward with intention.