Who This Work Is Designed For
This is not personal development. It's a disciplined partnership to strengthen decision authority, organizational systems, and leadership leverage—grounded in evidence, focused on outcomes.
Grounded in decades of advisory work with CEOs, boards, and executive teams navigating high-stakes decisions.
This Work Is Designed For You If...
CEOs, founders, and enterprise leaders
Leaders navigating scale, succession, or board pressure
High performers seeking stronger strategic leverage
Executives carrying organizational accountability
This Is Not For You If...
Entry-level or emerging leaders
Those seeking therapy or personal counseling
Career pivots without enterprise responsibility
Leaders looking for motivational support only
WHAT CHANGES WHEN LEADERSHIP CAPABILITY CATCHES UP TO ORGANIZATIONAL COMPLEXITY
Evidence Impact
These aren't abstract benefits—they translate directly to enterprise performance.
What changes when leadership capacity catches up to organizational complexity
+80%
Increased Self-Confidence
Faster, more decisive action on strategic priorities
+70%
Improved work performance & communication
Fewer execution breakdowns and clearer organizational direction
+86%
companies recouped coaching investment
Defensible ROI for board and ownership justification
+6x
ROI on Coaching Investment
Reduced rework from misaligned executive calls
What This Work Delivers
Senior leaders don't need traits—they need effect. Each outcome is tied to organizational impact.
Decision Authority
Faster, clearer decisions under pressure with frameworks that reduce executive hesitation
Leadership Clarity
Increase precision in how you communicate direction—fewer execution breakdowns downstream
Board & Stakeholder Alignment
Increase credibility and effectiveness in high-stakes stakeholder relationships
Organizational Leverage
Build systems that multiply your impact without requiring your constant presence
Enterprise Risk Management
Strengthen your capacity to identify and navigate strategic and operational risks
Leadership Bench Strength
Develop the next tier of leaders to carry greater organizational weight
Dr. Jeff Doolittle
Executive Coach & Leadership Advisor
Trusted advisor to CEOs, boards, and executive teams. Deep experience with private, family-owned, and founder-led organizations across industries.
Known for direct, candid feedback that challenges leaders when it matters—not affirmation that leaves blind spots untouched.
YOUR STRATEGIC PARTNER
The Approach
This is not surface-level coaching. It is a disciplined, outcomes-driven partnership grounded in:
Behavioral and leadership assessments
Decision and accountability systems
Organizational performance frameworks
Evidence-based habit formation
Examples include role clarity audits, decision-rights mapping, leadership habit diagnostics, and executive team effectiveness reviews.
Standards of Engagement
This is a mutual commitment to leadership effectiveness—not a consumer service with a satisfaction guarantee.
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Clear outcome alignment from the start
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Direct feedback, not affirmation
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Professional integrity over transactional promises
Many leaders ask how this work compares to other coaching options. For a concise overview of my approach, download this 1-page summary.
Leading After the Founder:
Strengthening Culture and Confidence During Growth
The Challenge
A newly appointed President and CEO succeeded the founder during a period of strong growth. Despite solid performance, employee surveys revealed declining confidence and inspiration, and a stalled strategic initiative exposed underlying cultural misalignment requiring focused leadership attention.
Our Approach
Implemented a 12-month executive coaching engagement to strengthen senior leader presence, decision-making, and cultural alignment, using Appreciative Inquiry focus groups, a Competing Values Framework assessment, and a one-day culture alignment workshop.
RESULT
Employee engagement increased by 15%, accompanied by a 16% improvement in confidence in leadership. As cultural norms were clarified and realigned, passive resistance to change declined, and the previously stalled strategic initiative regained momentum, restoring organizational focus and execution.
"Dr. Doolittle’s data-driven approach, broad experience, and strong interpersonal skills set him apart. He helped align teams through collaborative, evidence-based decision-making while navigating difficult cultural choices."
President/CEO
Accelerated leadership effectiveness during a critical transition |
Converted cultural insight into action
Enhanced President/CEO Confidence |
Strengthened cross-department trust and collaboration
"Jeff has a way of creating space that makes growth possible even when it’s uncomfortable. I’m so grateful for his impact on my leadership this year. Here’s to another year of growth ahead. Cheers."
Executive Leader - Private Equity Firm
West Michigan| 240 Million
The First 90 Days
A preview of how the engagement unfolds—structured for clarity, designed for impact.
1
Discovery & Alignment
Leadership context assessment. Stakeholder input where appropriate. Clear outcome definition and success metrics established.
Weeks 1-2
2
Diagnostic & Framework
Behavioral assessments. Decision-pattern analysis. Leadership habit identification. Initial framework development for priority areas.
Weeks 3-6
3
Application & Calibration
Real-world application of frameworks. Accountability rhythms established. Progress review and approach refinement based on results.
Weeks 7-9
Confidentiality Standard
All engagements are held in strict confidence. Board or ownership communication occurs only with explicit CEO consent and is carefully structured to serve the leader's effectiveness.
Why Leaders Choose This Work
Deep experience with private, family-owned, and founder-led organizations
Enterprise-focused—not generic leadership development
Practical, real-world business orientation
Trusted advisor to CEOs, boards, and executive teams
Long-term partnerships, not transactional coaching
Based in West Michigan. Serving leaders nationwide.
Leadership Strategy Conversation
A confidential, diagnostic conversation to assess fit and explore how this work might serve your leadership context.
No pitch. No pressure. Strategic clarity.
For CEOs and senior leaders evaluating next-level leadership effectiveness