Dillan Taylor
CEO of Grindstone Coaching
EXECUTIVE COACHING FOR FOUNDERS, CEOs & SENIOR EXECUTIVES
Executive Coaching for Leaders Navigating Growth and Complexity.
As organizations grow, leadership becomes more demanding. I partner with founders, CEOs, and senior executives to create the clarity, perspective, and accountability needed to navigate complex decisions, strengthen leadership, and lead with greater confidence.
Tailored executive Coaching for High-Level Growth
Coaching Designed Around Your Leadership Challenges.
Every engagement is tailored to your leadership challenges, organizational goals, and stage of growth—providing the clarity, perspective, and accountability needed to help you lead with greater confidence.
Executive Coaching
One-on-one coaching for founders, CEOs, and senior executives navigating complex decisions, organizational growth, executive isolation, and the demands of leading from the top.
Leadership Coaching
Develop the mindset, communication, accountability, and leadership presence needed to influence others and build stronger teams.
Leadership Team Coaching
Strengthen alignment, trust, communication, and accountability across your leadership team so your organization can execute with greater clarity and confidence.
Clarity. Presence. Results That Stick.
Leadership isn't about having all the answers. It's about creating the clarity, perspective, and accountability to make better decisions.
As a trusted thinking partner, I help founders, CEOs, and senior executives navigate complexity with confidence, purpose, and greater intentionality.
Clients consistently describe gaining greater clarity, confidence, and direction early in the coaching relationship.
CEO of Comprehensive Injury Prevention Solutions (CIPS)
Jennifer Jaskal
CEO of Jennifer Jaskal LLC
SeBright Chen
Founder, Chairman and CEO of Summer Atlantic Capital
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“Ken Helped Me Lead Like Me Again”
James, a SaaS founder with a $30M exit, came to coaching exhausted, directionless, and detached. He thought he needed a strategy. What he really needed was space — and a mirror. Over four sessions, Ken helped him uncover what mattered, rebuild a sustainable life rhythm, and make a decision to start a new venture from a place of joy — not pressure.
“I Went from Second-Guessing Everything to Leading My Team with Conviction”
Priya, a senior VP in fintech, was caught between internal pressure and imposter syndrome. Coaching with Ken revealed blind spots, helped her develop authentic leadership language, and gave her permission to step fully into her role. Six months later? She’s managing double the team, feels more aligned than ever, and says it’s the first time her work and identity are in sync.
READY TO TAKE THE NEXT STEP
Every Great Leadership Journey Begins With a Conversation.
If you're ready for greater clarity, stronger leadership, and a trusted thinking partner, let's start with a conversation and discover whether we're the right fit.