Sail Into Transformation

An Afternoon of Leadership, Emotional Intelligence & Growth

What happens when you step away from the demands of your business, gain a new perspective, and create space to rethink the way you lead?

EO Silicon Valley invites you to Sail Into Transformation—an immersive leadership experience featuring two powerhouse leaders, Annie Yatch and Kelly Resendez, aboard the stunning Chardonnay Sailing Charters.

Designed for entrepreneurs and leaders ready to scale with greater purpose and authenticity, this unique experience combines strategic leadership, elite performance thinking, and emotional intelligence in an environment designed to inspire clarity, connection, and transformation.

Through interactive workshops, thought-provoking keynotes, and practical frameworks, you’ll explore the leadership patterns that may be holding your business back while developing the mindset and emotional tools needed to lead at your next level.

Together, you’ll explore:

With Annie Yatch — Strategic Leadership Expert

  • Identify the four critical leadership blind spots that may be holding your business back
  • Recognize hidden gaps in your leadership and organizational approach
  • Gain strategic insights to strengthen your effectiveness as a leader

With Kelly Resendez — Emotional Intelligence Coach

  • Learn strategies to reduce stress and increase clarity
  • Develop greater emotional resilience in high-pressure environments
  • Discover tools for leading from a place of alignment and purpose
  • Strengthen your emotional intelligence to navigate leadership challenges more effectively

An Experience Designed to Transform

This isn’t simply an afternoon of workshops. It’s an opportunity to step outside your usual environment, challenge your perspective, and connect with fellow entrepreneurs while experiencing the beauty of the Santa Cruz coast.

Expect deep insights, interactive experiences, and tactical frameworks you can take directly back into your leadership, mindset, and business.

Event Flow

1:00 PM–3:15 PM — Keynotes & Workshop
Begin the afternoon with transformational insights and interactive leadership sessions led by Annie Yatch and Kelly Resendez.

3:15 PM–4:15 PM — Transition to Santa Cruz Harbor
Take time to connect and transition toward the harbor.

4:15 PM — Board Chardonnay
Arrive at Santa Cruz Harbor and step aboard the Chardonnay Sailing Charters.

5:00 PM–7:00 PM — Monterey Bay Sunset Cruise
Enjoy an unforgettable sunset cruise along the Monterey Bay coast.

7:30 PM–10:00 PM — Dinner & After Party
Continue the evening with dinner, connection, and celebration alongside fellow EO members.

Lead With Greater Clarity. Scale With Greater Purpose.

Whether you’re navigating a growth phase, managing the complexities of leadership, or simply looking for a fresh perspective, Sail Into Transformation offers the space, tools, and community to help you evolve.

Join us for an afternoon where leadership meets emotional intelligence, strategy meets self-awareness, and transformation meets the open water.

Event Gallery

Saturday September 27, 2025
1:00 pm

9:00 pm
The Dream Inn – Chardonnay Cruise
175 West Cliff Drive, Santa Cruz, California, United States
~30 Attendees Expected

COST

Complimentary for EOSV members

EOSV events are open to members and invited guests only.

Stop building alone.

The hardest part is getting in the front door — knowing the right people to point you the right way. That’s the whole point of EOSV.