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Description
This package is built for executives, founders, and rising leaders looking to elevate their impact, sharpen their strategy, and lead with clarity. Whether you're navigating a new role, preparing for expanded responsibility, or seeking to level up your leadership, this personalized coaching experience helps you unlock growth and drive results. Available in 5- or 10-hour increments, you’ll work 1-on-1 with an experienced executive coach to focus on the areas most relevant to you—from managing complex teams to refining your leadership presence. Every session is tailored to your goals, challenges, and leadership context. Common coaching activities include: - 360 Analysis: Gather feedback from your direct reports, investors, peers, and others to paint a clear picture of your strengths and weaknesses - Vision & Strategy: Set a clear direction and align teams around mission-critical objectives. - High-Stakes Decision-Making: Gain tools to lead confidently through ambiguity and change. - Leadership Style & Presence: Develop greater self-awareness and adapt your style to lead more effectively across contexts. - Stakeholder Management: Navigate board relationships, cross-functional influence, and internal politics with credibility and poise. - Team Performance & Culture: Build high-trust, high-output teams and foster a culture of accountability. - Situational Leadership Coaching: Work through real-time leadership challenges with a trusted thought partner. - Executive Career Planning: Clarify your long-term goals and position yourself for growth, transition, or promotion. This package is ideal for leaders who want structured yet flexible support to accelerate their personal and professional development. With expert guidance, you'll move forward with greater confidence, clarity, and impact.
What you'll get from this package
Strengthened decision-making and executive leadership skills
Gained insight into your strengths and growth areas
Developed a tailored growth plan to guide your journey
Built confidence to lead and motivate high-performing teams
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
Get help with Team Management, Leadership Development, and .
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!
$1,000 - $1,880
5h - 10h of coaching