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The Prosperous Pivot

A private coaching container for creative, no-blueprint entrepreneurs who are ready to stop winging it, clean up the chaos, and finally pay themselves well.

You're not doing it wrong. You're just building a business that never had a playbook.

You’ve been in business for a few years. You've made money. You've worn every hat. You've taken a million courses and probably left 80% of them unfinished.

You're not new to this. But you are tired of trying to scale something that feels half-held together with duct tape and Google Docs.

Your schedule is full. Your bank account is not. Your to-do list is basically a choose-your-own-adventure novel.

You're not looking for more information. You're looking for a simple, strategic way to grow the thing you've already built—without losing your mind or burning out in the process.

You're ready for a profitable pivot.

1:1 business coaching experience for creative entrepreneurs who need a custom strategy, real support, and a plan that actually fits your life.

This isn’t another one-size-fits-all program with a clunky portal and a bunch of vague “mindset” modules.

This is business transformation, built around you.

Over 3 or 6 months, we’ll:

  • Clarify your goals and revenue strategy

  • Streamline your offers, marketing, and time

  • Clean up the chaos in your backend

  • Build a business you actually enjoy running—and one that pays you well

You’ll finally have a schedule, pricing structure, and marketing system that makes sense—and makes money.

Introducing: The Prosperous Pivot

You don’t need more content. You need a clear plan, and a coach who gets it.

What makes this different?

✅ Done-with-you strategy: we actually work together on your business—not just talk about it

✅ Private podcast instead of a portal: binge-friendly audio lessons with PDF templates

✅ Real systems: schedule, marketing, and money tools that you can implement immediately

✅ Custom everything: your business, your energy, your goals, your pace

✅ 2x Monthly private sessions + Voxer: voice memo support between calls

Choose your own adventure

The Prosperous Pivot Sprint (3 Months)

A high-impact business reset for entrepreneurs who need clarity, cash flow, and clean systems—fast.

You’ll get:

  • 90-minute kickoff strategy session to identify what’s holding you back and where to focus now

  • 6 x 50-minute private coaching calls (2 per month) to implement the plan with speed and support

  • Voxer voice memo access between sessions so you stay in motion, not in your own head

  • Access to audio trainings and templates via Google Drive + private podcast feed

  • Optional co-working + implementation sessions when you want community and momentum

Perfect for: Business owners ready to simplify, sell more, and stop spinning their wheels—without burning it all down or building from scratch.

$4,500

Popular

The Prosperous Pivot Deep Dive (6 Months)

A private transformation container for entrepreneurs ready to restructure for more profit, more peace, and way fewer moving parts.

You’ll get:

  • 90-minute kickoff strategy session to audit what’s leaking time, energy, and revenue

  • 12 x 50-minute private coaching calls (2 per month) to clarify, simplify, and scale

  • Direct feedback + done-with-you reviews of your offers, pricing, systems, and marketing

  • Voxer voice memo support between sessions—no spinning out between calls

  • Access to audio trainings and templates via Google Drive + private podcast feed

  • Access to exclusive in-person pop-up events for deep-dive strategy and connection

  • Optional co-working + implementation sessions when you want accountability or momentum

Perfect for: Big pivots, team growth, revenue plateaus, or business models that need a complete systems reset—with support for both your strategy and your CEO mindset.

$7,500

Whether you’re stuck in overthinking, scaling with stress, or ready to evolve your business into something that supports truly living—this is your custom reboot. Together, we’ll simplify what’s bloated, clarify what’s next, and rebuild your business to generate profit and peace.

Meet your coach

Piper Watson

Hey, I’m Piper—creative entrepreneur turned business coach for founders with zero blueprint and a whole lot of vision.

I’ve run a photography business, built a nonprofit from the ground up, burned out, bounced back, and finally built a six-figure coaching practice that supports my actual life. (You know—surf breaks, slow mornings, and clients I genuinely want to text back.)

I’m not here to hand you a templated plan. I’m here to help you sort the mess, spot the gold, and build a business strategy that’s lean, profitable, and designed around you.

My clients don’t need motivation—they need clarity, implementation, and confidence. They want to get their time back, make more money, and stop second-guessing everything.

That’s what we do in The Prosperous Pivot.Strategy, systems, and support that stick.

This is for you if:

✅ You’re making money but your business still feels like chaos

✅ You want to raise your rates, streamline your time, and start marketing smarter

✅ You’re done with bro-marketing, fluffy advice, or generic templates

✅ You want strategy, structure, and support—on your terms

Not for brand-new businesses. Not for people too burnt out to take action. Not for people who just want more content to consume.

This is for doers. Let’s get you unstuck and well paid.

Testimonials

  • "Coaching has transformed my life!

    In less than a year, I increased my income by $50K, moved back to NYC, and finally feel in control of my life. But more importantly, I finally found internal fulfillment and happiness."

    - Emma - Freelance Writer & Brand Strategist

  • “This was the BEST investment I ever made.

    I freed up time, automated my two businesses, launched my podcast, bought a retreat property in Belize, and started writing my book. This was more than business clarity—it improved every area of my life."

    - Melanie - Photographer > Personal Development Entrepreneur

  • "The coaching sessions are my emotional fueling station.

    My biggest breakthrough has been shifting my belief that I can build my business while supporting my family.

    I added new coaching clients ahead of schedule, grew my TikTok to 8K followers, and bought my first home—all within 6 months instead of 2 years. Coaching keeps me clear, motivated, and on track.”

    - Jen T - Director > Mental Health Coach

  • "I created a work/life balance I dreamed of for YEARS!

    Piper taught me a process for making decisions and helped me streamline my business. I don’t feel all over the place any more and the result is working fewer hours and making more money doing what I love to do!
    - Amy Scott, Financial Coach

Let’s Build Your Prosperous Pivot

Book a free consult below to see if it’s the right fit. We’ll talk through your goals, your business bottlenecks, and map out what’s possible for the next 90–180 days.

Still have Questions?