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Description
This comprehensive 6-month executive coaching engagement is built for senior leaders, founders, and executives who want to scale their leadership, unlock growth, and lead with greater clarity, confidence, and impact. You’ll partner with your coach in biweekly 1:1 sessions (or a cadence that fits your schedule), supported by asynchronous guidance, goal tracking, and tailored tools. The experience evolves over time to meet your unique context—whether you're leading through scale, navigating complex transitions, or preparing for your next chapter. The engagement also includes a 360-degree leadership analysis, where your coach gathers structured feedback from peers, direct reports, and other stakeholders. This provides a holistic view of your leadership strengths, blind spots, and areas for growth—creating a strong foundation for the work ahead. What you’ll work on: - 360 Feedback Review & Goal Setting: Translate insights into a focused leadership development plan. - Vision & Strategic Thinking: Set direction and align teams around mission-critical goals. - Leadership Style & Self-Awareness: Deepen self-knowledge and adapt your style for maximum influence. - Decision-Making in Ambiguity: Gain tools to lead decisively through complexity and change. - Executive Presence & Influence: Strengthen communication and earn trust with senior stakeholders and boards. - Team Building & Culture: Lead high-performing teams and shape the culture you want to scale. - Stakeholder Management: Navigate dynamics across direct reports, peers, boards, and cross-functional partners. - Burnout & Sustainability: Build systems to lead with energy and balance over the long term. - Career Strategy & Long-Term Growth: Clarify your next step, whether expanding your role, transitioning industries, or building a legacy. This engagement is ideal for executives seeking deep, lasting transformation with a trusted partner who brings structured support, honest reflection, and a focus on measurable impact.
What you'll get from this package
Clearer understanding of your strengths and areas for development as a leader
Stronger executive presence and communication skills
Actionable insights from 360-degree feedback analysis
Confidence navigating high-stakes decisions and ambiguity
Tools to lead high-performing, accountable teams
Improved relationships with key stakeholders and boards
Systems for sustainable performance and energy management
Clarity on long-term career goals and next moves
Trusted thought partnership for real-time leadership challenges
Additional details
Coaching delivered via live sessions and .
Services included:
Team Management
Leadership Development
Succession Planning
Strategic Planning
Decision Making
Board Relations
Strategy
Communication Skills
Talk to a team member
Schedule a call with a Leland team member who can help you explore your options.
Schedule a call
More packages from Caitlin
Custom hourly · $200/hr
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Caitlin also coaches for Leadership Coaching, Customer Success, General Management, Startup Careers, Startup Founders, and Career Coaching. View all.

Offered by Caitlin D.
Joined February 2026
5.0
Transition from Functional to Executive Leader | 20+ Experience
Welcome! With over two decades of experience in leadership and coaching, I specialize in empowering high-potential leaders to excel in their careers. As the Founder of Surko Coaching, I have partnered with executives to enhance their executive presence, mental resilience, and strategic decision-making, leading to significant career advancements and organizational influence. My background includes senior roles at Flowcode and Bluecore, where I successfully led cross-functional teams and drove substantial growth and customer satisfaction. As an ICF Accredited Coach and Certified Professional Coach, I leverage tools like the Energy Leadership Index to help clients overcome self-limiting beliefs and achieve sustainable success. Let's work together to unlock your full potential and achieve your professional goals!
$15,000
30h–40h of coaching