Reginald M. Holiday
Where Calling Meets the Corner Office™
Executive coaching and consulting for high-stakes leadership. We bridge the gap between profound purpose and operational excellence for the modern executive.
"I work with executives, faith-driven leaders, and emerging operators who feel the gap between where they are and the leader they're called to be. With 30+ years in the seat — including as a nonprofit executive — I bring frameworks and lived experience, not generic advice. If you're ready for a real conversation, I'd love to connect."
About Reggie →C-Suite & Senior Executives
Precision leadership strategy for those navigating the highest levels of organizational complexity.
Enter the Boardroom →Kingdom CEO Pathway
One continuous pathway for Christian executives, entrepreneurs, and ministry leaders integrating deep faith with marketplace excellence.
Enter the Pathway →Emerging Leaders & High-Potentials
Formation for high-potential managers, directors, and first-time executives being prepared for a larger seat.
Enter the Pipeline →Nonprofit Coaching & Consulting
Strategic and organizational alignment for nonprofit executive directors, board chairs, and community leaders.
Enter the ELEVATE Track →What clients say
“Coaching with Reggie and On Target gave me something I didn't expect: a real sense of my own agency. In just two weeks, I had a concrete action plan and was already moving toward goals I'd been circling for months.”
— Real Estate Professional
“On Target Coaching helped me stop drowning in overwhelm. I came in stuck — and left with a clear blueprint to launch my business and practical ways to actually maintain balance between my work and my life.”
— Ministry Executive
Not sure where to start?
Two ways to get clarity — no commitment required.
Free Diagnostic
Leadership Alignment Assessment
A 25-minute diagnostic across 7 leadership domains — identity, intention, insight, innovation, influence, implementation, and impact. Get a personalized profile with no strings attached.
Take the Free Assessment →Free Resource
The On Target Leadership Framework
Drop your email for the one-page leadership framework Reggie uses with every client. No drip campaign — just the PDF.
The Practice
Substantive conversation for leaders who carry weight.
On Target is not a personality program or a workshop. It is a small advisory practice built for C-suite executives, Kingdom CEOs, emerging leaders, and nonprofit executive directors who want a peer in the room — someone who can hold the strategy and the soul in the same conversation.
The work runs on signature frameworks: the On Target Executive Framework™ for the corner office, the Kingdom CEO Blueprint™ for faith-driven leaders, the On Target Pipeline™ for emerging leaders, and the ELEVATE Framework™ for nonprofit and community organizations. Engagements are private, focused, and finite — usually a quarter or a year.
The Framework
Five phases. One arc. From confusion to consequential impact.
Every engagement runs on the ON TARGET Transformation Framework™ — the formation architecture behind every room we build. It is not a curriculum. It is the arc the work has to travel for the change to actually hold.
Confusion → Clarity → Conviction → Consistency → Impact.
01
ALIGN
Identity + Intent
Naming the leader's calling, blind spots, and the assignment underneath the role.
02
AWAKEN
Awareness + Disruption
Surfacing the assumptions, patterns, and stories quietly running the show.
03
ACTIVATE
Skill + Strategy
Introducing the frameworks, language, and tools the next level actually requires.
04
APPLY
Execution in Context
Implementation inside real decisions — not hypotheticals — with structured accountability.
05
AMPLIFY
Sustain + Multiply
Reinforcing the change and equipping the leader to develop other leaders.
Most firms stop at Activate — content delivered, workbook handed over. On Target is built to take leaders through all five phases, because lasting change is produced in Apply and Amplify, not in the room where the framework was first introduced.
The Leadership Model
Lead from the inside out. Influence through example.
The On Target Leadership Model™ is the operating philosophy behind every engagement. Real influence is produced from an integrated Inner Core — and expressed through a disciplined Outer Impact. The seven I's are the through-line.
Identity · Intention · Insight · Innovation · Influence · Implementation · Impact
Inner Core
Who You Are as a Leader
Identity Know Yourself
Name who you are before you decide what to do. Identity precedes strategy.
Intention Lead with Purpose
Move from reactive activity to deliberate, assignment-driven leadership.
Insight Gain Strategic Clarity
See the field clearly — the people, the patterns, and the play that actually matters.
Outer Impact
How You Lead & Influence
Innovation Drive Change
Disrupt the comfortable patterns that quietly cap your team's ceiling.
Influence Inspire & Empower
Move people through example and conviction — not title or pressure.
Implementation Achieve Results
Translate vision into rhythms, decisions, and disciplined execution.
Impact Create Transformation
Build something that outlasts your tenure — in people, culture, and outcomes.
The Coaching Method
The TARGET Coaching Model™.
A structured approach to developing problem-solving leaders and teams. Every coaching conversation — 1:1 or in the room — runs this loop.
T
Topic
Name the real issue on the table — not the symptom, the actual problem worth solving.
A
Assess
Examine the context, the people, and the data. Surface what's true before what's convenient.
R
Reflect
Interrogate assumptions, blind spots, and patterns quietly running the situation.
G
Generate
Build options. Stress-test them against values, capacity, and consequence.
E
Execute
Decide, commit, and move — with a clear owner, a clear standard, and a clear date.
T
Track
Measure what changed. Close the loop. Carry the lesson into the next decision.