Practice and Industry Groups

Caroline R. Guest

Shareholder Portland

For over 20 years, Caroline has represented public and private employers of all sizes in state and federal court, as well as before the administrative agencies tasked with enforcing employment rights. As a litigator, Caroline has successfully defended her clients in claims of breach of contract, wrongful discharge, and discrimination and retaliation based on gender, pregnancy, age, disability, whistleblowing, sexual harassment, and public accommodation law.

A substantial part of Caroline’s practice, however, is providing proactive, creative, and practical advice to help her clients avoid litigation in the first place.

Prior to joining Ogletree Deakins, Caroline took a two-year break from private practice and worked as the executive vice president of human resources of a national retailer with over 27,000 employees throughout the United States and Canada. While in this position, Caroline and the HR department focused on advancing business objectives and strategies while successfully managing risk. This experience cemented her dedication to providing legal counsel that is business-oriented, and not just compliance-driven.

Caroline also regularly conducts training for HR professionals, as well as front-line supervisors and managers, on topics ranging from equal employment opportunity basics, preventing workplace harassment, performance management fundamentals, and disciplining and terminating employees while limiting liability.

Professional Activities and Speeches

Professional Activities:

  • Oregon Bar Association
  • American Bar Association
  • Federal Bar Association
  • Multnomah Bar Association


  • Bureau of Labor and Industries - ''Avoiding Employers' Number 1 Risk - Retaliation Claims'' - Portland - November 15, 2016
  • Bureau of Labor and Industries - ''Workplace Harassment'' - Portland - November 02, 2015
  • Sequoia Equities - ''Discrimination and Harassment Free Workplace'' - Portland - November 2014
  • Oregon Banker’s Association Human Resource Committee - ''Legal Update'' - Portland - April 2014
  • Oregon Cannabis Industry Association - ''Oregon Marijuana Business Law 101'' - Portland - February 2014
  • Morrison Child and Family Services - ''A Guide to Preventing Harassment and Discrimination in the Workplace'' - Portland - December 2013
  • Association of Corporate Counsel Oregon Chapter - ''Executive Errors: Helping Companies Avoid Self-Inflicted Wounds'' - Portland - November 2013
  • Heron Lakes Golf Course - ''Supervisor Training'' - Portland - November 2013
  • Oregon Bureau of Labor and Industries Annual Conference - ''Workplace Investigations: Just the Facts'' - Portland - November 2012
  • Client Presentation - ''Discrimination, Harassment, and Retaliation'' - February 09, 2012
  • Oregon Bureau of Labor and Industries Annual Conference - ''Workplace Investigation: Managing a Modern Workforce'' - Portland - December 2011
  • NWEEO/Affirmative Action Association - ''Addressing Disciplinary and Terminations Issues while Avoiding Legal Pitfalls'' - September 15, 2011
  • Client Presentation - ''Supervisor Training: Steering Clear of the Bermuda Triangle of Employment Laws'' - August 16, 2011
  • Bandon Dunes Golf Resort - ''Managing Within the Law'' - Bandon - March 2011
  • Multnomah Bar Association - ''The Latest in Whistleblowing Under State and Federal Law'' - Portland - March 2011


Media Quotes

May 01, 2012 - Newsletter of the Corporate Counsel Section – Oregon State Bar, Corporate Counselor - "Virtual Friends in the Workplace: Liability Traps of Social Media Policies"
February 09, 2012 - - "Bus Company Asks Dismissal of Confederate Flag Case"
April 2011 - Portland Business Journal - "Transforming HR Units into Assets"