Plan – Execute – Debrief

NEGOTIATION
LOOPS

A battle-tested system that teaches you to facilitate decisions rather than force agreements.

Most negotiation advice sounds great in theory but fails under pressure. This system does something radically different: it's built on the military OODA Loop framework and proven across thousands of real-world negotiations.

Negotiation Loops book cover

You've Been in That Room Before

The one where stakes are high, pressure is mounting, and you can feel your carefully prepared strategy beginning to unravel. A salary negotiation where you're not sure if you just gave away too much. A vendor discussion where you sense you're being maneuvered. A difficult conversation with family where everyone seems to see things differently.

What if you could walk into any of those situations with genuine confidence?

The Method

What Makes This System Different

01

Built on the OODA Loop

This legendary military decision-making framework—originally designed for fighter pilots in combat—adapts brilliantly to negotiation. Observe, Orient, Decide, Act.

02

Embraces "No" as Strategic

While conventional wisdom chases "yeses," this system recognizes that "no" creates safety and reduces emotional pressure. Paradoxically, it makes counterparts more willing to engage.

03

Anchored in Their Reality

Most negotiators operate from their own perspective—what they want, what they think is fair. This system trains you to anchor in your counterpart's frame of reference.

04

Grounded in Emotional Discipline

Neediness kills negotiations. So can the desire to be liked, or fear of hearing "no." This system provides structure to manage emotions—yours and theirs.

05

Systematic, Not Talent-Based

Two practical tools support your work: the Crib-Sheet for pre-negotiation planning and the Journal for post-exchange analysis. Enter prepared, leave with intelligence.

06

Decision-Centric, Not Agreement-Focused

Rather than seeking compromise, we facilitate effective decision-making. Sometimes the best deal is no deal at all.

The Framework

The OODA Loop Applied to Negotiation

O

Observe

Research to suspend assumptions and understand context

O

Orient

Define clear purpose and flexible planning

D

Decide

Make thoughtful decisions on priorities and approach

A

Act

Execute with effective questions and empathy

Work in iterations—loops—with each exchange building on the last, until all problems of the negotiation are reconciled. Transform negotiations from anxious improvisational performances into systematic, iterative execution.

Who It's For

This System Works for Anyone Who Negotiates

Which, if you think about it, is pretty much everyone.

Business professionals navigating complex deals
Parents working through difficult conversations about boundaries
Couples facing major life choices
Adult children negotiating agreements for aging parents
Managers negotiating with teams or senior leadership
Entrepreneurs building companies
Artisans negotiating the value of their works

Endorsements

What Leaders Are Saying

"Building a winning organization requires challenging conventional wisdom and making decisions based on systematic analysis rather than gut feel or tradition. Daniel Milks brings that same contrarian mindset to negotiation. Negotiation Loops rejects the tired 'win-win' approach in favor of a battle-tested framework grounded in military strategy and psychological reality. This is essential reading for anyone who needs to make high-stakes decisions when the pressure is on and the old playbook isn't working."

Billy Beane

Executive Vice President of Baseball Operations, Oakland Athletics

Subject of Moneyball: The Art of Winning an Unfair Game

"Dan has taken the proven Military OODA Loop framework and transformed it into a powerful, practical system for real-world business negotiations. Negotiation Loops has become an invaluable tool in my own line of work. As a multiple Emmy-winning Co-Executive Producer on CBS's The Amazing Race and Secret Celebrity Renovation, I've produced television in more than 70 countries, often navigating language barriers, cultural differences, and complicated logistics on a timeline. Dan's techniques have helped me approach these challenges with clarity and confidence."

Robert "Bob" Mora

Emmy-winning Co-Executive Producer

CBS's The Amazing Race

Daniel C. Milks

About the Author

Daniel C. Milks

Daniel Milks has conducted thousands of high-stakes negotiations over 25 years, both at major Wall Street firms and through his own consulting practice.

His career spans senior roles at UBS, Credit Suisse, and Morgan Stanley, where he managed substantial contract portfolios in global financial services. This experience, combined with mentorship from negotiation pioneer Jim Camp Sr., led him to develop the systematic approach presented in Negotiation Loops.

The system synthesizes decades of negotiation practice with proven methodologies from military strategy—a novel integration based on thousands of hours of real-world negotiation work performed across time zones, cultures, industries, and circumstances.

Inside the Book

What You'll Discover

Prepare methodically using a structured four-step framework to transform uncertainty into confidence
Ask questions to uncover truth—as opposed to making statements that trigger resistance
Manage emotions to help yourself and counterparts remain calm and able to think clearly
Identify decision-makers and understand how your counterparts make decisions
Create psychological safety to unlock candid dialogue
Redirect discussions before they drift into unproductive territory
Support agreements being implemented by negotiating what must happen next
Create vision in your counterpart's mind, helping them clearly see what must happen next

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