Olive Groves
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Olive Groves
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Sunlit grove with olive trees and a glowing 'the grove' text overlay.

90-day intensive for midlife women ready to stop performinG

Most people don't talk about this quiet decision. You're staying in your current role—not because it's perfect, but because leaving feels harder than staying right now.

  

That took courage. But staying doesn't have to mean settling. What if you could transform how you show up at work—without changing your job?

YOU'VE DECIDED TO STAY. NOW LET'S MAKE STAYING ACTUALLY WORK FOR YOU.

Connect with me

You know that sunday night feeling.

 The tightness in your chest when you think about Monday. The scroll through job boards that never turns into an application. The quiet wondering: Is this it?


Work isn't terrible. It's just... not good either. 

Somewhere between "I'm fine" and "Is this it?"

Maybe it started as a bad week. Then a bad month. Then a bad quarter. And somewhere along the way, the joy just... disappeared.

You're not failing. You're going through the motions—disconnected from why you started doing this work in the first place.

sound familiar?

✔️ You fill out your performance review and struggle to find a goal that actually inspires you

✔️ You tell yourself "the grass isn't always greener" and "I should be grateful to have a job"

✔️ You're tired of performing—at work, at home, everywhere

✔️ You know something needs to change, but you can't quite name what

✔️ You've invested years—maybe decades—building something here, and starting over sounds exhausting

But gratitude doesn't make Sunday nights feel lighter. And "it could be worse" isn't a career strate

Here's the thing no one tells you:

You don't have to leave to change everything.

You don't have to blow up your life to transform it.

You don't have to find a new job to feel like yourself at work again.

You just have to change how you're showing up.

welcome. You belong here.

I'm in! What's next?

You've found a spot to show up unpolished and leave clear.

  A 90-day intensive for midlife women who have decided to stay—and are ready to stop performing and start exploring.


This isn't about quitting your job. This isn't about "leaning in" harder. This isn't about adding more to your plate.


It's about going inward. Reconnecting with who you actually are. And building a way of showing up at work that feels like you again. Most coaches will hand you a framework and tell you to follow the steps. 


I'll sit with you in the mess and help you ask better questions. Because here's the truth no one says out loud: there is no wrong path. And nobody—nobody—has this figured out, even if they act like they do.

What becomes possible in 90 days:

You'll think differently

  • "I know exactly what drains me—and I've built systems to protect my energy"
  • "I chose to stay, and that choice feels powerful, not like settling"
  • "I don't need permission to show up as myself at work"

You'll feel differently

  • Lighter on Sunday nights
  • Grounded, energized, like yourself again
  • Curious about what's next instead of dreading it
  • Connected to women who truly get it

You'll do things differently

  • Make decisions from clarity, not exhaustion
  • Protect your energy without guilt
  • Show up authentically—without performing
  • Bring creativity and intention back into your daily work

One year from now, you'll say:

"I didn't need to change my job. I changed how I show up—and everything shifted."

How it works (The 90-Day journey)

month 1: curiosity

month 2: authenticity

month 2: authenticity

 "What if I explored instead of judged?"

Before you can change how you show up, you have to remember who you are. Not who you were ten years ago. Not who your job description says you should be. Who you are NOW.


This month is about reconnecting with yourself—your values, your strengths, your energy patterns, and the creative part of you that's been waiting to come back.


What You'll Do:


✔️ Complete the Full CliftonStrengths 34 Assessment to discover your unique strengths profile—the gifts you bring even when you're tired

✔️ Work through the Core Values Discovery Template to identify what actually matters to you right now (not what you think should matter)

✔️ Complete the Energy Audit Templateto see exactly where your energy is going—and where it's being drained

✔️ Experience the Monday Morning Joy content series to reconnect with creativity, play, and intention

✔️ Get a hands-on walkthrough of how to use the Savor Beauty 90-Day Planner so your planning system actually works for your brain

✔️ Attend your first 1:1 coaching session with Heather to dive deep into your strengths and what they mean for how you show up

✔️ Join 2 group coaching calls with your cohort to learn from each other and get real-time feedback


You'll walk away with: Your Personal Values & Strengths Map

month 2: authenticity

month 2: authenticity

month 2: authenticity

 "What if I showed up as myself?"

Now that you've gotten curious about who you are, it's time to build. This month is about creating your own framework for how you want to operate—based on who you discovered in Month 1.


This is where you stop performing and start owning how you want to show up.


What You'll Do:


✔️ Build your Personal Decision Framework using the done-for-you template—so you can say yes and no with clarity instead of guilt

✔️ Create your Energy Map to structure your days around what actually works for you (not what productivity culture says should work)

✔️ Design boundaries and workarounds that fit your real life—not some idealized version of it

✔️ Shift from reactive to intentional in how you navigate your workday

✔️ Join 2 group coaching calls to share your frameworks, get feedback, and learn from how other women are approaching the same challenges


You'll walk away with: Your Personal Decision Framework + Energy Map

month 3: connection

month 2: authenticity

month 3: connection

"What if I didn't do this alone?"

You've done the inner work. Now you integrate it—with support, accountability, and a community of women walking alongside you.


This month is about implementation, celebration, and building systems that last beyond the 90 days.


What You'll Do:


✔️ Create your "How I Show Up" Playbook—your personal operating manual that captures everything you've built

✔️ Build your 90-Day Forward Planso you know exactly what happens after The Grove ends

✔️ Complete The Heartwood Activity—choose a single guiding word for your next chapter, a touchstone that captures who you're becoming

✔️ Attend your second 1:1 coaching session with Heather to integrate your learning and plan your path forward

✔️ Join 2 final group coaching calls to celebrate wins, troubleshoot challenges, and solidify your transformation

✔️ Transition into The Canopy—the Olive Groves community—for ongoing monthly support and connection with women who get it


You'll walk away with: Your "How I Show Up" Playbook + 90-Day Forward Plan + Your Guiding Word

the Grove is built around The roots of Olive Groves

Three foundations for lasting transformation:


🌱 Curiosity — Remember who you actually are 

🌱 Authenticity — Build systems that let you show up as yourself 

🌱 Connection — Do it alongside women who get it


 When those roots are strong, everything else grows.

what's included

When you join The Grove, you get:

🎯 Full CliftonStrengths 34 Assessment + 2 Individual Coaching Sessions

One-on-one time with Heather to dig into your specific situation, your strengths profile, and your path forward. These sessions are where the real breakthroughs happen—personalized to exactly where you are. $650 value


👥 6 Group Coaching Sessions (2 per month)

Small group sessions with your cohort (6-20 women) where you'll learn from each other, share your frameworks, and get real-time feedback. These aren't lectures—they're conversations around a cozy fire. The magic happens when you realize you're not alone in this. $1,200 value


📚 Complete Self-Paced Content Library

Everything you need to do the deep work at your own pace:

  • Core Values Discovery Template Identify what actually matters to you now
  • Energy Audit Template See where your energy is going and where it's being drained
  • Personal Decision Framework Template Build your own system for saying yes and no
  • Energy Map Template Structure your days around what works
  • "How I Show Up" Playbook Template Your personal operating manual
  • Monday Morning Joy Content Series Reconnect with creativity and intention
  • The Heartwood Activity Discover your guiding word for this next chapter
  • Savor Beauty Planner Walkthrough Learn how to use your planner in a way that works for your brain

No overwhelming homework—just thoughtful prompts, exercises, and tools designed to help you reconnect with yourself. $2,500 value


🌿 1 Full Year of Olive Groves Membership

Your transformation doesn't end at 90 days. Your membership includes:

  • Ongoing access to The Canopy community of midlife women
  • Weekly community touchpoints and connection
  • The Midweek Pause (Wednesday live session to reset)
  • Support from women who will walk alongside you for years to come $1,500 value


TOTAL VALUE: $5,850

Bonus: Welcome kit

What's included:


📓 Savor Beauty 90-Day Planner — A beautiful, intentional planner designed for reflection and creativity


🖊️ Colorful Pens & Stickers Set — Because it's fun, you need it.


📖 Brené Brown's "Atlas of the Heart" We'll use this book as part of our work together in The Grove and the broader Olive Groves community


Apply now

the vibe

The Grove is a space for unpolished women doing real work—where you can stop performing and start exploring.


It feels like a conversation with a friend.

Like we're sitting together in a cozy room with warm coffee, colorful pens scattered on the table, permission to laugh at ourselves and how ridiculous some of this midlife stuff can be.


This isn't another thing on your to-do list. This is the thing that helps you look at your to-do list differently.


You'll leave each session feeling lighter—not loaded down with homework. The Grove is grounded in connection, not comparison. Sprinkled with joy and silliness and humor. A place where you don't have to pretend you have it all figured out—because none of us do.


Come unpolished. Leave clear.

Apply now

the details

 Spring 2026 Cohort

📅 Cohort Begins: Monday, March 9, 2026

👥 Cohort Size: Limited to 20 women (minimum 6 to run)

⏱️ Time Commitment: Approximately 5 hours per week (including coaching sessions)


INVESTMENT Choose the plan that's right for you

Option 1: Cash Flow Friendly

$416/month for 6 months ($2496 total)


Option 2: Pay In Full & SAVE

$2200 one-time investment (save $296)


Option 3: For current Olive Groves Community Members (sign-up here)

$1600/pay in full (save$116) OR $286/month for 6 months ($1716 total)


The Grove Fit Conversation

Before you enroll, we'll have a quick conversation to make sure The Grove is the right fit for where you are right now.


I'm not interested in filling seats. I'm interested in building a cohort of women who are ready to do this work together. This isn't a sales call—it's a real conversation about whether this is your next right step.

Apply now

this is for you if...

✔️ You've quietly decided to stay in your current role—not because it lights you up, but because leaving feels harder right now

✔️ You're tired of going through the motions and want to actually enjoy your work again

✔️ You know something needs to change but can't quite name what

✔️ You're craving connection with other women navigating the same season of life

✔️ You want practical tools AND a warm, supportive space to use them

✔️ You're ready to invest in yourself—not to become someone different, but to remember who you already are

✔️ You're willing to dedicate ~5 hours per week to do the work (because you know it's worth it)

Apply now

this isn't for you if...

✗ You're actively job searching and want help with that process

✗ You're looking for someone to tell you whether to stay or go

✗ You want a quick fix or a checklist to "solve" your career

✗ You're not ready to do the inner work (even if that work is gentle)

✗ You're in crisis and need clinical support (this is coaching, not therapy)

Frequently Asked Questions

Please reach out to me at heather@olivegroves.co if you cannot find an answer to your question.

That's exactly what the Grove Fit Conversation is for. Before you enroll, we'll have a quick chat to make sure The Grove is right for where you are right now. No pressure, no sales tactics—just a real conversation.

The Grove welcomes women at any level—individual contributors, middle managers, directors, VPs. The magic comes from mixing perspectives. A VP might need to hear what an IC remembers about boundaries. An IC might need to see how a VP navigates organizational dynamics. We learn from each other.

Plan for about 5 hours per week, including coaching sessions and self-paced work. This isn't meant to add to your overwhelm—it's meant to help you get out of it. Focusing on yourself for this short season will reap benefits for years to come!

Life happens. Sessions will be recorded, and we'll find ways to keep you connected even if you miss one.

No. The Grove is coaching and community, not clinical support. If you're in crisis, please seek appropriate professional help. We can talk about whether this is the right time for you during the Fit Conversation.

The Canopy is ongoing community—slower exploration, weekly touchpoints, connection with other midlife women. The Grove is a 90-day intensive—deeper, faster transformation with individual coaching, group sessions, and structured content. Think of it this way: The Grove is where the transformation happens. The Canopy is where you stay connected after.  And I address some of the content from The Grove in The Canopy, but at a much slower pace. The Grove is for the woman needing something to change now and ready to dig in.

Your Olive Groves membership continues for a full year. You'll transition into The Canopy with ongoing access to women already enjoying the connections, The Midweek Pause sessions, and the cohort of women you've connected with during your Grove season.

The Welcome Kit includes the Savor Beauty 90-Day Planner, a set of colorful pens and stickers, and Brené Brown's "Atlas of the Heart." It's free for anyone who enrolls by March 1.

Yes! You can pay in full or spread your investment over 6 months. See the pricing section above for details. You will decide on your payment plan after our Grove Fit Conversation.

Absolutely—it's why I've integrated the Grove Fit Conversation as part of the process. Apply, and we'll schedule a quick call to make sure this is your next right step. I want to be sure you feel comfortable and you're ready for what's next.

ready?

You're allowed to stay AND want more.

You don't have to burn it all down. You don't have to have it figured out. You just have to be willing to start.

The Spring 2026 cohort begins Monday, March 9.

Space is limited to 20 women.

Come unpolished. Leave clear.

Apply for the Spring Cohort

A 90-day intensive for midlife women who have decided to stay—and are ready to stop performing and start exploring. No polish required.

Questions before you apply? Drop me a line!

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Olive Groves LLC 🌱 Humans first. Always.

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