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5.0
Meta Talent Expert | Ex- a16z, Ex-Intuit & Zoom Recruiter | Exec Coaching
Studied at University of Texas at Dallas
Works at Hollestelle Holdings
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.
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
Coaching delivered via live sessions and .
Services included:
Succession Planning
Decision Making
Strategy
Communication Skills
Strategic Planning
Board Relations
Team Management
Leadership Development
Schedule a call with a Leland team member who can help you explore your options.
Schedule a call
David also coaches for Career Coaching, Venture Capital, Artificial Intelligence, Sales, and Leadership Coaching. View all.
Joined March 2025
5.0
Meta Talent Expert | Ex- a16z, Ex-Intuit & Zoom Recruiter | Exec Coaching
Welcome to my profile! With extensive experience in talent acquisition and recruitment at top companies like Meta, Intuit, and Zoom, I specialize in helping executives and professionals navigate their career paths and achieve their goals. As the Principal of Hollestelle Holdings, I have partnered with industry leaders such as Allstate, Cisco, and RingCentral to develop tailored growth strategies. My background in People Analytics from The Wharton School further enhances my ability to provide data-driven insights and personalized coaching. Whether you're looking to advance in your current role or transition to a new opportunity, I'm here to guide you every step of the way. Let's connect and create a plan for your success!
30h of coaching