Embedded advisory for CEOs and boards under pressure.

Embedded advisory for CEOs and boards makinghigh-stakes decisions under pressure.

Strategic operational clarity, disciplined execution, and credible signal aligned to real outcomes.

Operating Formation

OG's work is informed by experience across institutional finance, operating leadership, and capital allocation. He began his career in institutional investing, culminating in managing a $250M portfolio, before spending over a decade running and scaling operating businesses.

Between 2011 and 2021, he led two companies from approximately $40M to $140M in revenue, adding more than $100M in organic growth.

Since 2021, his focus has been at the intersection of capital, technology, and culture — as a managing partner at 452B, an investor in emerging systems, and a creator and collector in the contemporary art world.

OG executive advisory headshot
Personal formation

Executive formation and approach

Raised in Toronto in a Caribbean household as one of four brothers, OG's early environment emphasized responsibility, independence, and earned trust — qualities that shaped his approach to decision-making.

He studied economics and philosophy at Duke University, earned the CFA charter, and completed his MBA at Columbia University — training that deepened his judgment under uncertainty and complex systems thinking.

His advisory work draws directly from lived operating responsibility — not frameworks — and is built for leaders facing real constraints, irreversible decisions, and public consequences.

Operating Principles

  • Truth
    Prioritize what is observable and real over what is comfortable or convenient.
  • Steadiness
    Operate from a calm baseline — not urgency, fear, or adrenaline.
  • Agency
    Retain ownership of decisions, actions, and outcomes.
  • Craft
    Value precision, process, and skill built through repetition.
  • Clarity
    Reduce complexity until the underlying structure is visible and actionable.

These principles are not aspirational. They are enforced.

Work

How engagements work

Focused advisory built for complexity, pressure cycles, and consequential decisions.

Two figures in conversation

Every engagement starts with a clean diagnosis, then moves into decision architecture, communication discipline, and execution rhythm.

Strategic Reset

Rapid intervention to reset priorities, pace, and leadership alignment.

Signal Architecture

Message and narrative systems that stay coherent under scrutiny.

Execution Design

Execution systems with clear ownership, milestones, and review cadence.

Embedded Counsel

Ongoing advisory for moments that demand both speed and precision.

// by OG //

Insights from the field

Practical thinking on leadership, identity, pressure, and execution.

Artwork for who are we? chosen versus coincidental identity

who are we? chosen versus coincidental identity

Identity is strategic infrastructure. When identity and decisions align, execution accelerates.

FULL ARTICLE
Artwork for stop narrating your life

stop narrating your life

Quiet the internal noise so leadership decisions come from reality, not self-story.

FULL ARTICLE
Artwork for the devil inside you

the devil inside you

Name your internal conflict patterns before they sabotage judgment and pace.

FULL ARTICLE
Artwork for humans might just be glitchy robots

humans might just be glitchy robots

Human error is patterned. Design teams and decisions around predictable failure points.

FULL ARTICLE
Artwork for state over strategy - why risk mode ruins good brains

state over strategy - why risk mode ruins good brains

State drives strategy quality. Regulate pressure first, then make decisions.

FULL ARTICLE
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Connect

Start the conversation

If the stakes are high and execution is stuck, this is where we start.

Stylized figure artwork

OG takes a limited number of advisory relationships each cycle. For inquiries, email contact@ogtheperson.com.

Share your context, current constraints, and the outcome you need in the next 30-90 days.

Live signal

Current signal

Real-time notes, perspective shifts, and conviction trails.

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