James Winter Associates

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Image by Scott Webb
Image by Scott Webb

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James Winter Associates
James Winter Associates
Our Team


The investigators at JAMES WINTER ASSOCIATES Investigations & Training have built their reputations on their skills and professional development.  Our investigators understand the importance of continuously improving their skill sets and qualifications.  As an agency, we value self improvement and dedicate significant time to growing as people and investigators. Our clients benefit from having investigators with high intelligence and motivation.

Our Services



JAMES WINTER ASSOCIATES Investigations & Training was created to bring the skills of professional investigators to businesses, lawyers and insurance adjusters in Ontario.  There are few resources available for private businesses, law firms and others to access professional and credible investigators who are qualified to conduct specialized and complex investigations. 

Contact Us​​


525 Highland Road, West

Suite 207

Kitchener, ON 

N2M 5P4


We are centrally located in Kitchener and proudly serve all Ontario

Video Media

How to Become A Private Investigator in Ontario

James Winter explains the process for obtaining an Ontario private investigator's license.

Benefits of Online Training Courses.

COVID has changed how I offer my private investigator training courses.  My courses are now offered online using Zoom. This allows for convenience, high level training and interesting material.

Why I Accept Criminal Defense Files

James Winter discusses why we accept criminal defense files and why it matters.

Practice Areas 

Business & Workplace Investigations ​

  • WSIB Surveillance

  • Workplace Harassment

  • Due Diligence

Insurance & S.I.U. Investigations​

  • Surveillance

  • Interviews

  • Inquiries

Criminal Law​ & Criminal Defense Investigations

  • Evidence Gathering

  • Interviews

  • Surveillance

Mexico & Latin America

  • Investigations for Canadians

  • Surveillance

  • Locates

Investigator Training

  • Private Investigator Course

  • Surveillance Training

  • Investigative Interviewing

  • Risk Management Training​​​​​​​​​​​​​​​​

Canadian Private Investigator in Mexico

James Winter demonstrates a successful investigation in Mexico.