Life & Executive Coaching
Most coaches will give you a framework. I will give you the truth, because I have lived it. Three exits. Over $20 million raised. A decade of crises, hard decisions, and pivots that no playbook could have prepared me for. Whether you are building a company, navigating a career moment, or just trying to figure out what is next, I work with people who are ready to stop spinning and start moving.
“As a Founder, I needed someone to help support me to grow into the best CEO and leader of our company. Helaine intuitively understood not only the business and dynamics with investors, vendors, the team and even the board, but also my personal growth needs to step into the next phase of not only my leadership but also unlock the next level of success for the business.”
- Helya Mohammadian, Founder & CEO, Slick Chicks
WHAT MAKES THIS DIFFERENT
This is not theoretical. Every insight, framework, and piece of advice I bring to a session comes from having personally navigated the startup-to-scale journey from the inside. But strategy is only half of it.
What makes my coaching different is that I bring equal parts sharp business instincts and deep human awareness. I don't just diagnose the problem on the table. I understand the person carrying it. How you think, how you move, what is actually holding you back. That combination is rare, and it is what my clients come back for.
I work with founders who are building, executives who are scaling, and leaders who are navigating a transition and need a trusted thought partner who will tell them the truth.
WHO THIS IS FOR
This is for you if you are:
A founder facing a fundraise, a pivot, or a decision that keeps you up at night
A leader who needs a sounding board that has no agenda other than your success
An executive stepping into a bigger role and navigating the growing pains that come with it
A rising star who needs to level up their management and executive skills and doesn’t necessarily have those resources within their current org.
A solopreneur or small business owner who does not have a board or senior team and needs a strong thought partner in their corner.
Someone navigating a life or career transition who needs clarity, accountability, and someone who will tell them the truth.
WAYS TO WORK TOGETHER
Single Session Starting at $750
One private 60-minute virtual session. You bring the challenge. We build the path forward together. Includes a pre-session intake so every minute counts and an email recap with your key takeaways and next steps.
Monthly Coaching — Starting at $2,500 per month Two private sessions per month, ongoing text access between sessions, and a thought partner who is fully in your corner. No 90-day commitment required. This is the relationship model, not the transactional one.
Best for anyone who wants consistent support through a season of growth, change, or transition.
90-Day Executive Engagement Starting at $3,500 per month
This is where the real work happens. Over 90 days we go deep on your business, your leadership, and the specific challenges standing between you and your next level of operational excellence. Regular sessions, between-session support, and someone fully embedded in what you are building.
Best for founders and executives who want a trusted thought partner for a critical stretch of their journey.
Want to understand how I think before we work together? My book Making Waves is the unfiltered story of ten years building CITYROW, and the hard-won lessons that now sit behind everything I bring to a coaching session. Read it before our first call and we will hit the ground running.
Ready to move faster and smarter? Let's talk.
Booking confirms your spot but is not final until payment is received. Upon scheduling, you will receive an invoice by email. Payment is required at least 24 hours prior to your session. Sessions cancelled or rescheduled with less than 24 hours notice may be subject to forfeiture of payment.