Olive Groves
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Olive Groves
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Not everything I do happens inside organizations.

The consulting work is where I partner with organizations. But the reason I do that work starts with something more personal — a deep belief that every individual deserves conditions where they can come alive and shine. 


That belief shows up in how I coach individuals and build community too. 

If you're a professional navigating a career transition, a leader trying to figure out how to show up more authentically, or someone who just needs a space where people actually see you — this is where that work lives.

1:1 Strengths-Based Coaching

I work with individual professionals — often women in midlife career transitions, but not exclusively — who are rethinking how they show up at work and in life. My coaching is strengths-based, grounded in CliftonStrengths methodology, and built around the belief that you don't need to be fixed. You need conditions where what you're already great at can actually be used.


This is for you if:

  • You've been doing the work — building your career, supporting everyone around you — and somewhere along the way you lost sight of what you actually want.
  • You know you're good at what you do, but you're struggling to articulate it, own it, or figure out what's next.
  • You're navigating a transition — a new role, a career pivot, a season of life where the old playbook isn't working anymore — and you need a thinking partner, not a guru with a formula.
  • You want someone who will be honest with you, laugh with you, and help you see what you can't see on your own.


What coaching with me looks like:

We start with CliftonStrengths. Not because it's the answer to everything, but because it gives us a shared language for what you do best and how you're wired. From there, we work on whatever matters most — career clarity, confidence, how you show up as a leader, how you manage your energy, how you stop saying yes to everything that isn't aligned with where you want to go.


I'm not a therapist. I'm not a life coach with a script. I'm a practitioner with 15 years of organizational experience, a genuine love for people, and an ability to ask the questions that get you unstuck.


Coaching engagements are customized. Reach out and we'll figure out what makes sense for you.

Find out if Strengths-Based Coaching is a good fit for you.

The Canopy — A Community for Women Who Want More From Their Work

The Canopy is a small, intentional community for professional women who are done performing and ready to start showing up as themselves. It's a space built around real conversation, mutual support, and the kind of honest reflection that's hard to find in a world that keeps telling you to hustle harder.


What happens inside The Canopy:

Weekly programming designed around connection, not content overload. Conversations about energy management, authenticity, values alignment, and what it actually means to do work that matters. A community of women across industries — higher ed, edtech, nonprofits, training organizations, and more — who are navigating similar questions from different seats. Access to me as a facilitator and thinking partner, not just a content creator.


The Canopy is built on three roots:


Curiosity. We ask better questions instead of rushing to answers.

Authenticity. We show up as ourselves — messy, real, and unpolished.

Connection. We believe that people are better when they're not doing it alone.


This isn't a course. It's not a mastermind. It's a community — a place to belong while you figure out what's next.

Learn More About The Canopy

The Grove — A 90-Day Cohort Experience

The Grove is a deeper dive. It's a 90-day cohort experience for women who've decided they want to transform how they show up — at work, in their relationships, and in their own story.


Built around strengths-based exploration, guided reflection, and the power of doing the work alongside other women who get it, The Grove is designed for the person who's ready to stop waiting for permission and start building the life they actually want.


What makes The Grove different:


  • It's cohort-based — you go through it with a small group of women who become your people for 90 days and beyond.
  • It's structured but not rigid — there's a clear path, but it flexes around who's in the room and what they need.
  • It's facilitated, not lectured — every session is designed around how adults actually learn: engagement, reflection, and real application.
  • It's about the whole person — work, life, energy, values, strengths. We don't pretend these are separate things.


The Grove runs periodically throughout the year. If it's not currently open for enrollment, join The Canopy to stay connected and be the first to know when the next cohort launches.


Join the waitlist

Where the individual work meets the organizational work.

Many of the professionals I coach and the women in The Canopy and The Grove work inside the same organizations I consult with — mid-size companies navigating growth, higher ed institutions, edtech companies, and training organizations.

Sometimes a coaching client says "my organization needs what you do." Sometimes a CHRO I'm working with says "I could use this kind of support personally." The individual and the organizational aren't separate worlds. They're the same people, seen from different angles.


If you're here because someone in your professional life mentioned my name, welcome. Whether what you need is personal coaching, a community, or a conversation about what your organization might need — I'm glad you're here.


Let's figure out the right fit.

Let's talk.

Olive Groves LLC 🌱 Humans first. Always.

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