Visit Site Title RACHEL & COMPANY.

for the entrepreneur

Business Coaching

When I started my business, I didn’t have a plan — just a passion for organizing and a drive to build something meaningful. Over the past 15+ years, I’ve grown a seven-figure luxury organizing business from the ground up and learned exactly what works (and what doesn’t).

My individual coaching and strategy calls are for female entrepreneurs who want clarity, strategy, and actionable next steps. Whether you’re just starting out or scaling a growing company, we’ll tackle your challenges, uncover opportunities, and create a plan that feels realistic and effective.

You’ll walk away with clear next steps, tailored insight, and fresh motivation to move forward with confidence.

If you’re ready for one-on-one support to grow your business, let’s connect.

Business ownership is hard and it’s not for the faint of heart. You’re stronger than you think you are, but even the strongest entrepreneurs need support, clarity, and someone in their corner.

If you’re anything like me, you want someone to tell you what actually works, how to do it, and to be there to support you as you grow. That’s where I come in.

Whether it’s through one-on-one coaching or immersive in-person retreats, my goal is to give you the tools, strategies, and confidence you need to take your business to the next level — without feeling like you’re doing it all alone.

You don’t have to guess your way to success. You can have expert guidance, proven systems, and a partner invested in your growth.

YOU'RE IN THE RIGHT PLACE.

Why I Do This Work

The Retreat 2026 is SOLD OUT.

Join the waitlist so we can let you know about future events + notify you if a spot opens up!

If you're looking for:

accountability and empowerment

I will hold you accountable for meeting your business goals, clarifying your needs and implementing a strategy to get there. Our work together will empower you to take the next steps you and your business need. I will also be your biggest cheerleader!

strategies to grow your business

Navigating the strategies for business expansion can be challenging and while there isn’t one, singular blueprint, having someone there to help guide you through the process and different options is invaluable. You will gain clarity on the best strategies for your business and guidance on how to actually implement and realize them. 

help clarifying your goals and how to achieve them

As you develop a deeper understanding of the most effective strategies to grow your business, you’ll need to create clear, ambitious and achievable goals to get you there. Over 15 years, I’ve done that for every aspect of my business and learned what works and what doesn’t. I know first-hand not just the importance of setting goals, but how to do that so you see steady, meaningful progress.

THE RETREAT

When is the last time (if ever) you paused, gathered with creative, driven and successful women entrepreneurs like yourself? When have you done a deep
dive into the dreams you have for your business and courageously and compassionately confronted the obstacles standing in your way - all while being coached and supported on a journey of shared self-discovery and personal empowerment?

That's what we offer over three days in a gorgeous setting - a blend of expert advice, insightful workshops and intimate group sessions, designed to set and meet your goals, conquer your biggest challenges, develop and sharpen your strategies and get you one step closer to fulfilling the dreams you have for your company.

Welcome to THE RETREAT, a transformative experience crafted precisely for business owners like you.

JOIN THE WAITLIST

THE RETREAT 2026
SOLD OUT!!!!!

In collaboration with my friend and author, Shira Gill, we’ve curated an intimate multi-day experience at the stunning and restorative Canyon Ranch in Lenox — a world-class wellness retreat in the Berkshires and Michelin Guide’s #1 New England spa resort. Think serious pampering paired with serious business growth.

Designed specifically for small business owners, THE RETREAT is an immersive, multi-day experience that combines high-level strategy, deep connection, and rejuvenating self-care. Over four days, you’ll be surrounded by a supportive community of entrepreneurs while gaining the tools and clarity you need to grow your business with confidence.

April 28 – May 01, 2026 | Canyon Ranch, Berkshires

What to Expect

THE RETREAT blends professional workshops and small group sessions with wellness experiences at one of the most beautiful spa resorts in the country. You’ll tackle your biggest business challenges, get personalized feedback, and walk away with a clear plan of action — all while nourishing your mind and body.

Spots are limited to 20 participants.



What’s Included

  • Daily business workshops, mentorship, and strategy sessions with Rachel and Shira
  • Three nights of accommodations in a private room with private bath
  • Roundtrip transportation from Albany or Bradley International Airports
  • Your choice of a signature massage or facial at the world-renowned Canyon Ranch Spa
  • Daily breakfast, lunch, dinner, and snacks
  • Access to Canyon Ranch’s wellness and fitness activities including sunrise yoga, workouts, and wellness classes





Why Join Us

You’ll leave THE RETREAT with:

  • Clear action plans to grow and scale your business
  • Fresh perspective and renewed energy
  • New friendships and a supportive network of peers
  • Practical tools and expert insights you can apply immediately


Investment: $4,995 

Prices include accommodation, all workshops, meals, and activities.

Due to limited capacity and advance commitments required for this retreat, no exceptions can be made for cancellations due to weather, injury, illness, or personal emergencies. Refunds or credits are not provided for guests who fail to attend, arrive late, or leave early. We strongly recommend purchasing travel insurance.

Submit your $2500 non-refundable deposit to confirm your spot. Balance of $2495 is due on FEBRUARY 20, 2026.

If you are a small business owner who was hoping to attend THE RETREAT, make sure to join the waitlist so we can let you know about future events + notify you if a spot opens up!

are you ready for a change?

Then Let's Do This.

Whether you decide on one-on-one coaching, group coaching, attending a retreat or my online press course, my goal is to empower you to grow your business into one of your dreams. While all of our dreams are different, they are all possible and I want to help you navigate getting there and getting started. I am here to support you in every way possible.

let's get started

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@rachelorganizes