Executive coaching for founders

Scale your startup without burning out.

Roslyn, executive coach for founders

Coaching for purpose-led founders who want to grow their companies — and live lives they're proud of.

You've raised capital, built a team, and achieved what most people dream about. Now let's help you actually enjoy it — with clarity, confidence and grounded leadership.

Sound familiar?

You've achieved what most people dream of.

But behind the scenes, it often feels like…

  • 01

    Spread too thin, reacting instead of leading.

  • 02

    Self-doubt creeping in — wondering if you're really cut out for the CEO role.

  • 03

    Lonely — with no safe space to process doubts, pressure, and big decisions.

  • 04

    Micromanaging and firefighting, afraid things will fall apart without you.

  • 05

    Burning out, running on adrenaline and losing the joy that brought you here.

I've been there

I thought I had my life put together.

I was a founder of a successful, growing startup doing something meaningful for the world. I believed I was exactly where I needed to be. Until I realized I was not okay anymore.

When I got honest with myself about how I was holding myself back, how I wanted to show up in life, and committed to the inner work — everything changed.

Roslyn

Here's how things can shift

Imagine feeling at home in your role again.

1

Walking into each week clear on your top priorities — not spinning in overwhelm.

2

Showing up with your team and board grounded, confident, and in your power.

3

Delegating with trust — knowing your company is thriving without you running yourself ragged.

4

Feeling supported, not alone, in the hardest and loneliest job out there.

5

Reclaiming energy, fulfillment, and a meaningful life beyond your company.

Some relevant stats

Founders who do the inner work see the outer results.

25%

of all founders have worked with a coach.

70%

of exited founders have worked with a coach.

Founders willing to do the inner work see the outer results — and experience a greater sense of wellbeing, self-trust and authenticity along the way.

The program

The Within Coaching Container.

A 6-month coaching program where we'll work on both the inner work and the outer strategy so you can scale your business — and yourself as a leader.

01

3-Hour Clarity Retreat

We open with a deep dive to set your vision, scope and roadmap for the container.

02

Bi-Weekly 1:1 Coaching Sessions

Sixty-minute sessions for aligned strategy and inner work — every other week.

03

Weekly Voice Note Check-ins

So you never feel alone between sessions. Bring me the messy middle in real time.

04

Tools & Frameworks

Tailored resources for clarity, delegation, feedback, culture, exec presence, and nervous system resets.

Core modules

  1. 01Clarity & Aligned Strategy
  2. 02Scaling You: Time, Scope & Systems
  3. 03Leadership & Culture
  4. 04Executive Presence & Investor Confidence
  5. 05Whole-Life Founder

From self-doubt to unwavering confidence

"Working with Roslyn throughout offe market's fundraise was transformative. She helped me reset, approach fundraising with intentionality, build up my confidence and remove the blockers holding me back. I successfully raised a $1.25M round with investors who meaningfully align with my vision.
Rachel Gannon
Founder & CEO of offe market
Roslyn

Why it works

A CPA turned founder turned executive coach.

Most founder support focuses on strategy or therapy — but not both. This container is unique because it blends:

  • 01

    Startup experience — I've built and scaled an investor-backed startup as Head of Ops, Finance & Growth.

  • 02

    Inner work mastery — from parts work to somatic work to presence work, I've gone deep on my own healing.

  • 03

    In-the-moment transformation — you'll leave calls calmer, clearer, and more capable.

FAQs

Questions founders ask.

  • I don't think I have time right now to fit a weekly coaching call into my schedule. Should I wait until things slow down?

    +

    One of the key areas we'll focus on together is gaining clarity on your vision, defining your most important goals, and learning how to prioritize and optimize your time accordingly. This work will actually give you back time — the hour a week you invest in coaching will save you time in the long run and help you feel less stressed, reactive and overwhelmed throughout your day.

  • I'm not feeling completely burnt out yet. Is now the right time to work with you?

    +

    Now is a great time to lay the foundation to ensure that your burnout doesn't get worse. When we wait too long to listen to our bodies, clarify what we truly want and make the changes needed to thrive, we risk further deteriorating our mental health and performance. Doing this work now sets you up to succeed and find more joy in your work today.

  • Finances are pretty tight right now on my founder salary. Can I really afford this?

    +

    As a CPA turned founder turned executive coach, I understand you want to see a return on this investment. If you're committed to this work, investing in yourself will always pay off. We'll focus on leveling you up to increase your impact — and on shifting your relationship with money. I also offer a monthly payment plan and we can explore flowing the expense through your company for tax efficiency.

  • What kind of work will I do between our sessions and how long will it take?

    +

    It varies with what you bring in and the shifts you're hoping to make. My approach is rooted in the belief that you already have the wisdom within you to drive the change you're seeking, so you'll be actively involved in identifying next steps. When appropriate, I'll share materials and exercises — the time you spend on them is up to you.

  • I work in corporate and I'm not a full-time founder yet. Is this still the right fit for me?

    +

    Absolutely. I love working with people ready to make a jump into a more aligned life. Having made the corporate-to-entrepreneurship transition myself, I understand the journey. Now is the perfect time to get clear on your values, unique gifts and purpose — and how to translate that into work and life.

  • I'm actually going through a transition out of my company right now. Is this program a fit for me?

    +

    Yes. I've navigated this myself recently and would be honored to hold space for you. It can bring up grief, fear, relief, uncertainty and confusion — and it can be a truly magical time to discover who you want to be in this next phase, especially when approached with intention and hope.

  • I know you have startup experience. Will you be an advisor/mentor too?

    +

    As a coach, my approach is rooted in the belief that you have the wisdom within yourself to make the best choices for your business and life. My role is to use my understanding of you to ask powerful questions and provide useful tools and frameworks. If you'd like an opinion, you're always invited to ask — I'll let you know when I'm shifting from coach to advisor and back.

Ready to lead from a grounded place?

Building a company is one of the hardest things in the world — you deserve to feel supported, fulfilled and grounded along the way. When you click below you'll be sent to my calendar to book a complimentary 45-minute consultation so we can explore whether we're a good fit.

Book coaching consultation
Roslyn