Executive Coaching for
Visionary Founders.
Scale Your Startup Without Burning Out.
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 dream about.
But behind the scenes? It often feels like:
You’re spread too thin, reacting instead of leading.
You wonder if you’re really cut out for the CEO role (imposter syndrome creeping in).
You’re lonely—with no safe space to process doubts, pressure, and big decisions.
You can’t fully let go—micromanaging, firefighting, afraid things will fall apart without you.
You’re burning out, running on adrenaline, and losing the joy that brought you here.
I totally get it because I’ve been there. I thought I had my life put together.
I was a founder of a successful and growing startup that was doing something meaningful for the world. I believed I was exactly where I needed to be. That is… until I realized I was not okay anymore.
And when I got honest with myself about how I was holding myself back, how I want to show up in life, and committed to the inner work, everything changed.
Here’s how things can shift for you too. Imagine:
Walking into each week clear on your top priorities—not spinning in overwhelm.
Showing up with your team and board grounded, confident, and in your power.
Delegating with trust—knowing your company is thriving without you running yourself ragged.
Feeling supported, not alone, in the hardest and loneliest job out there.
Reclaiming energy, fulfillment, and a meaningful life beyond your company.
Some relevant stats
25% of all founders have worked with a coach.
70% of exited founders have worked with a coach.
This means founders who are willing to do the inner work see the outer results, and can experience a greater sense of wellbeing, self-trust and authenticity along the way.
“Working with Roslyn has helped me find a clear sense of direction again and her support has helped me move forward with confidence and practical tools I can rely on. She’s shown me how to approach each challenge with a fresh perspective, which has made all the difference in my journey.
Instead of feeling overwhelmed, I now feel empowered and motivated to keep pushing forward. I’m grateful for the clarity and growth I’ve gained through our work together, and I feel ready to take on what’s next with a renewed sense of purpose.”
— Ashley Moraca, CEO at Retreat
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.
Program Structure:
3-Hour Clarity Retreat to set your vision, scope, and roadmap.
Bi-Weekly 1:1 Coaching Sessions (60 mins) for aligned strategy + inner work.
Weekly Voice Note Check-ins so you never feel alone between sessions.
Tailored tools & frameworks for clarity, delegation, feedback, culture, exec presence, and nervous system resets.
Core Modules:
Clarity & Aligned Strategy
Scaling You: Time, Scope & Systems
Leadership & Culture
Executive Presence & Investor Confidence
Whole-Life Founder
If you’re having your doubts on if this is truly possible for you…
I want to share a testimonial from one of my clients who was able to shift from self-doubt to unwavering self-confidence during one of the most trying times for most founders: a fundraising process.
“Working with Roslyn throughout offe market’s recent fundraise was transformative and incredibly supportive. When we started coaching, I was navigating the challenges of fundraising, managing my team, dealing with a major life transition, and questioning whether I had what it took to move forward. I was caught in feelings of self-doubt and those mental blocks were showing up in how I pitched my company.
Roslyn helped me take a step back, reset, and approach fundraising with intentionality. She guided me through a process of building up my confidence in my pitch, my company’s unique value proposition and myself as the CEO. We worked on identifying and removing the mental and emotional blockers that were holding me back and she helped me reconnect with belief in myself—and how to manage those moments when that belief wavered.
The results speak for themselves: I successfully raised a $1.25M round with investors who meaningfully align with my vision for the company. Through a combination of strategic support and transformative coaching, Roslyn helped me transform my inner world, which helped me unlock the external results I needed to move forward.
If you’re a founder that’s fundraising or just looking for support in navigating the ups and downs of building a startup in a way that feels authentic to you, I can’t recommend Roslyn highly enough.”
— Rachel Gannon, Founder & CEO of offe market
Hi, I’m Roslyn
I’m a CPA turned startup founder turned executive coach.
When I left a Big 4 accounting firm to co-found a women-run, mission-driven sports media startup—one that would be accelerated by global brands and recognized in Forbes 30 under 30—I thought I had everything I ever wanted: meaningful work, an amazing team, and endless opportunities for growth.
But then, one morning, I woke up and had a breakdown. I was experiencing founder burnout and it left me feeling emotionally exhausted, apathetic about my life, and deeply ashamed.
Ultimately my burnout was a manifestation of the misalignment I was feeling from my authentic self, from my soul. I had adopted a persona of this successful, put-together female founder that I thought I needed to be to be accepted in the world. In doing so, I suppressed other parts of myself—parts that were important and that needed to be seen, honored and expressed in my work and life.
Over the last two years, I’ve been on a profound healing journey that’s sent me deep within myself and brought me much closer to who I want to be in this world.
Today I coach purpose-led founders through the Within Coaching Container. Here’s why it works:
Most founder support focuses on strategy or therapy—but not both.
This coaching container is unique because it blends:
Startup experience (I’ve built and scaled an investor-backed startup as Head of Operations, Finance & Growth)
Inner work mastery (From parts work, to somatic work, and presence work I’ve gone DEEP on my own healing).
In-the-moment transformation (you’ll leave calls calmer, clearer, and more capable).
When you click the button below you’ll be sent to my calendar to schedule a complimentary 45-minute consultation.
We’ll use this time to ensure we’re a good fit and that this coaching program is right for you.
FAQs
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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, so the one hour per week you invest in coaching will not only save you time in the long run, but it will also help you feel less stressed, reactive, and overwhelmed throughout your day.
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Now is a great time to lay the foundation to ensure that your burnout doesn’t get any 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 our performance. Doing this work now will set you up to succeed and find more joy in your work today.
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As a CPA turned startup founder turned executive coach, I understand that you want to ensure you’ll see a return on this investment. If you’re committed to this work, investing in yourself will always pay off. In our coaching sessions, we’ll focus on leveling you up to increase your impact in your business while also working to improve your relationship with money. Often, a scarcity mindset is based on old programming and limiting beliefs, that together we’ll work together to release. I also offer a monthly payment plan if that’s more manageable, and we can explore flowing the expense through your company for tax efficiency.
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It will vary depending on what challenges you bring into our sessions and the shifts you’re hoping to make in your life. My approach is rooted in the belief that you already have the wisdom within yourself to drive the change you’re seeking, so you’ll be actively involved in identifying the steps you want to take between sessions. When appropriate, I’ll provide materials and exercises to guide your work and the time you want to spend on them is entirely up to you.
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Absolutely! I love working with people that are ready to make a jump into a more aligned life. Having gone through the transition from corporate to entrepreneurship myself, I understand the journey. Now is the perfect time to get clear on your values, your unique gifts and purpose, and what work truly lights you up—and how to translate that into your work and life. I know it can also feel like a scary and vulnerable time, and I’d be honored to be in your corner, supporting you with your plan, the details, and, most importantly, believing in YOU. Let’s get you stepping into all that you’re capable of.
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Yes! I’ve navigated this myself recently, and I’d be honored to hold space for you and guide you through this time. I know it can bring up a range of intense and often conflicting emotions—grief, fear, relief, uncertainty, and confusion. But I also know that it can be a truly magical time to discover who you want to be in this next phase of life, especially when approached with intention and hope. I’d be thrilled to support you as we navigate this journey together.
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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. While I may have experienced similar circumstances, you know yourself better than anyone and have the full context. My role as coach is to use my understanding of you and your context to ask you powerful questions and provide useful tools and frameworks to help you make the decisions that are right for you. If you are looking for an opinion on something you are always invited to ask for my advice and if I think it’s appropriate I’ll share it. I’ll always let you know when I’m shifting from a coach role to an advisor/mentor role and back.
More than anything, what I really want for you is to feel like the most expansive, lit up, and expressed version of yourself as a leader that will allow your company’s outer results to thrive too.
You’re doing one of the most challenging things in the world by building a company and you deserve to feel supported, fulfilled and grounded along the way.
If you’re ready to go from stuck, overwhelmed and doubting yourself to clear, confident and in flow, then I’m ready to support you on that journey. I can’t wait to meet you!