Using the OODA Loop Method in Your Job Search

By Cord Harper, CEO of Endeavor Agency

November 13, 2023

Learn and use the OODA Loop to decide whether or not to start your executive job search.

The acronym OODA stands for "Observe, Orient, Decide, Act." The U.S. Air Force originally developed the decision-making and problem-solving OODA Loop for aerial combat and military operations. Over time, OODA has been adapted for various situations and industries, including business, law enforcement, competitive sports, and executive job searches.


WHAT IS THE OODA LOOP?


  1. Observe: Gather information and data about your environment or situation. Collect from various sources to gain a good understanding of your current situation.
  2. Orient: Analyze the information you gathered, including assessing the data, recognizing patterns and how various items relate to one another, if at all.
  3. Decide: Make a decision, whether it’s setting a goal, deciding to look for a new job, or making a judgement, once you have an understanding of the situation.
  4. Act: Go through with your decision and course of action. Execute your decision.


USE THE OODA LOOP TO ASSESS YOUR POTENTIAL JOB SEARCH

Are you at a standstill in deciding whether to start your executive job search or not? Utilizing an adapted OODA Loop may help you come to a decision.


  1. Observe: Conduct a thorough self-assessment of your current role, career goals and job satisfaction. Then look at the external job market to gain a sense of opportunities available to you, including compensation trends. Keep an eye on industry trends, economic conditions, and technology advances as well.
  2. Orient: Clarify your objectives and determine what you want to achieve in your next role. Then, evaluate the risks and benefits of seeking a new job and consider factors like relocation, financial stability, and transitioning to a new organization.
  3. Decide: Cleary define your objectives and choose the specific criteria that a new role must meet to be considered a viable option. For example, you may prioritize geography, potential growth and/or company culture. Then, determine if now is the right time to actively look for opportunities, or wait for conditions to change.
  4. Act: If you choose to pursue a new C-suite or leadership job, develop a strategic plan for your search. Begin networking in your industry or field. Consider partnering with Endeavor to help you update your resume, LinkedIn profile, find jobs in the hidden job market, prepare for interviews, and other job search marketing pieces. Apply to positions that align with your objectives and prepare for those. Finally, evaluate offers and consider compensation, job responsibilities, company culture and long-term prospects.


OODA FLEXIBILITY

Remember that the OODA Loop is an ongoing process. Be prepared to adapt when you encounter unexpected challenges or opportunities during your search. The OODA framework can help you make informed decisions and navigate the complexities of a job or career transition as an executive.

Use the OODA Loop to make decisions
Contact Endeavor

About Endeavor Agency


Endeavor Agency is the nation’s leading company helping individual executives, VPs, senior managers, professionals, and physicians find the jobs they truly want. Our additional resources, expertise, and career change specialists help our clients uncover more and better job opportunities than what they could access on their own.


Endeavor Agency helps rebrand clients to effectively communicate their value throughout the interview process and increase their odds dramatically of winning offers. Additionally, Endeavor Agency helps clients achieve better results in negotiating the terms of their employment agreements.


Endeavor Agency also provides executive coaching, outplacement services, and business consulting services. Endeavor can also help guide executives focused on the private equity and venture capital market segments.

AI coding tools and Actions menu on a computer screen, illustrating its growing role for executives
By Cord Harper • October 5, 2026
AI leadership is becoming essential for senior executives. Learn how leaders can build AI fluency, apply AI to business problems, and show its value in a job search.
Professional preparing for a video interview while wearing a dress shirt and tie with only boxers
By Cord Harper • September 28, 2026
Video interviews still require preparation. Learn what to wear, how to prepare your setup, and why you should always wear pants even if interviewers can't see them.
Two women, one an executive recruiter, discussing career opportunities in a professional setting.
By Cord Harper • September 21, 2026
Recruiters can be valuable in an executive job search, but they work for employers. Learn how to work with recruiters without relying on them to find your next job.
vice president of company sitting on stairs looking down at feet because he's stuck in his role
By Cord Harper • September 14, 2026
Career growth gets harder at the executive level. Discover how VPs and senior leaders can overcome career plateaus, expand their opportunities, and keep advancing.
A busy executive looking at watch who needs expert executive career coaching services right now
By Cord Harper • September 2, 2026
Senior leaders often wait too long to seek expert career coaching guidance. Executive career coaching helps CEOs, VPs, and others regain clarity and control.
Job candidate in professional interview researching company culture and evaluating the organization
By Cord Harper • September 1, 2026
Don't rely on interview talking points. Learn how to research company culture through hiring behavior, employee tenure, reviews, and the right questions to ask.
Professional weighing whether to pursue another degree or partner with an executive career coach
By Cord Harper • August 31, 2026
Wondering if you need a master's degree to reach the next level? An executive career coach can help you find the real gap, for a fraction of tuition costs.
Frustrated job seeker reviewing automated job applications submitted by artificial intelligence
By Cord Harper • August 26, 2026
AI job application services promise faster job searches, but do they actually generate interviews? Learn what customer reviews reveal and why networking still wins.
image of LinkedIn app to emphasize the importance of a Linked banner  for your job search
By Cord Harper • August 24, 2026
If you don’t have a banner image already on your LinkedIn profile, add a meaningful one quickly. This is prime real estate that can support your job search.
frustrated executive female following up with recruiters after being ghosted during a job search
By Cord Harper • August 21, 2026
Job candidate ghosting is frustrating, but silence does not always mean rejection. Learn why employers stop responding and how follow-up can reopen opportunities.
More Posts