Orlando Gunn

Connect

6 Million+

In deals

OG

I bridge

Business between

Ballers and Brands.

At Position 2 Win, we don’t just connect athletes and brands.

We build alignment that lasts. We help athletes move beyond endorsement deals into true ownership by developing their mindset, wealth strategy, and personal narrative. Every partnership becomes an opportunity for purpose, profit, and

long-term positioning.

Through education, coaching, and strategic brand consulting, we transform athletic influence into business infrastructure. Whether you’re an athlete finding your voice or a brand seeking authentic connection, Position 2 Win creates systems that help both sides win — on and off the field.

Book a Meeting

15+ Years of Experience

Mindset

Wealth Building

Asset Management

Leadership

Purpose

Focus

Faith

Map Your Success

Wealth & Brand Strategy Consulting

Athletes deserve more than advice — they need strategy.We design systems that connect performance, purpose, and profit through financial literacy, real estate, tax strategy, and brand monetization. Our goal is simple: help athletes keep more, grow more, and own more.

  • Wealth Playbooks & Financial Education
  • NIL & Brand Strategy Consulting
  • Real Estate & Asset Development

Athlete Strategy & NIL Insights

Strategies, perspectives, and real-world lessons on NIL, brand deals, and building long-term success beyond the field.

From NIL Money to Long-Term Strategy

NIL deals create opportunity—but without structure, they can disappear fast. Learn how athletes can turn short-term income into long-term leverage through smarter planning and positioning.

Why Athletes Need to Think Like Owners, Not Earners

Earning money is one thing. Keeping it and growing it is another. Discover why mindset, structure, and timing matter more than the size of the deal.

The Real Value of Brand Partnerships for Athletes

Not all brand deals are created equal. This breakdown explores how athletes can evaluate partnerships, protect their image, and align opportunities with long-term goals.

Ready to

Position to Win?

Schedule a consulting

Learn More

Home

©Orlando Gunn.

2026

All Rights Reserved

Trusted by the best

Orlando Gunn

Connect

6 Million+

In deals

OG

I bridge

Business between

Ballers and Brands.

At Position 2 Win, we don’t just connect athletes and brands.

We build alignment that lasts. We help athletes move beyond endorsement deals into true ownership by developing their mindset, wealth strategy, and personal narrative. Every partnership becomes an opportunity for purpose, profit, and

long-term positioning.

Through education, coaching, and strategic brand consulting, we transform athletic influence into business infrastructure. Whether you’re an athlete finding your voice or a brand seeking authentic connection, Position 2 Win creates systems that help both sides win — on and off the field.

Book a Meeting

15+ Years of Experience

Mindset

Wealth Building

Asset Management

Leadership

Purpose

Focus

Faith

Map Your Success

Wealth & Brand Strategy Consulting

Athletes deserve more than advice — they need strategy.We design systems that connect performance, purpose, and profit through financial literacy, real estate, tax strategy, and brand monetization. Our goal is simple: help athletes keep more, grow more, and own more.

  • Wealth Playbooks & Financial Education
  • NIL & Brand Strategy Consulting
  • Real Estate & Asset Development

Athlete Strategy & NIL Insights

Strategies, perspectives, and real-world lessons on NIL, brand deals, and building long-term success beyond the field.

From NIL Money to Long-Term Strategy

NIL deals create opportunity—but without structure, they can disappear fast. Learn how athletes can turn short-term income into long-term leverage through smarter planning and positioning.

Why Athletes Need to Think Like Owners, Not Earners

Earning money is one thing. Keeping it and growing it is another. Discover why mindset, structure, and timing matter more than the size of the deal.

The Real Value of Brand Partnerships for Athletes

Not all brand deals are created equal. This breakdown explores how athletes can evaluate partnerships, protect their image, and align opportunities with long-term goals.

Ready to

Position to Win?

Schedule a consulting

Learn More

Home

©Orlando Gunn.

2026

All Rights Reserved

Trusted by the best

Orlando Gunn

Connect

6 Million+

In deals

OG

I bridge

Business between

Ballers and Brands.

At Position 2 Win, we don’t just connect athletes and brands.

We build alignment that lasts. We help athletes move beyond endorsement deals into true ownership by developing their mindset, wealth strategy, and personal narrative. Every partnership becomes an opportunity for purpose, profit, and

long-term positioning.

Through education, coaching, and strategic brand consulting, we transform athletic influence into business infrastructure. Whether you’re an athlete finding your voice or a brand seeking authentic connection, Position 2 Win creates systems that help both sides win — on and off the field.

Book a Meeting

15+ Years of Experience

Mindset

Wealth Building

Asset Management

Leadership

Purpose

Focus

Faith

Map Your Success

Wealth & Brand Strategy Consulting

Athletes deserve more than advice — they need strategy.We design systems that connect performance, purpose, and profit through financial literacy, real estate, tax strategy, and brand monetization. Our goal is simple: help athletes keep more, grow more, and own more.

  • Wealth Playbooks & Financial Education
  • NIL & Brand Strategy Consulting
  • Real Estate & Asset Development

Athlete Strategy & NIL Insights

Strategies, perspectives, and real-world lessons on NIL, brand deals, and building long-term success beyond the field.

From NIL Money to Long-Term Strategy

NIL deals create opportunity—but without structure, they can disappear fast. Learn how athletes can turn short-term income into long-term leverage through smarter planning and positioning.

Why Athletes Need to Think Like Owners, Not Earners

Earning money is one thing. Keeping it and growing it is another. Discover why mindset, structure, and timing matter more than the size of the deal.

The Real Value of Brand Partnerships for Athletes

Not all brand deals are created equal. This breakdown explores how athletes can evaluate partnerships, protect their image, and align opportunities with long-term goals.

Ready to

Position to Win?

Schedule a consulting

Learn More

Home

©Orlando Gunn.

2026

All Rights Reserved

Trusted by the best