Ryan Osbourne

Ryan Osbourne

I am a settlement oriented collaborative family lawyer and mediator.

Collaborative is also a state of mind for me. It means that no matter what, we work together to keep the focus on the things that are important to you. It means we work with other people, parties, and professionals in a respectful manner. It means that we acknowledge and work with the deeply personal aspects of your situation in order to move forward. And yes, sometimes it means giving a little to get a little or checking our ego at the door.  

No offense to my colleagues – but the best compliment I get is when people tell me they are surprised I am a lawyer. Don’t get me wrong – I am good at the law – but I my real strength is working with the person behind the client. I want to get to know people, help them feel comfortable while dealing with a crappy situation, and maybe bond over a laugh while we do it. I don’t judge or tell you what to do. I just try to help you get where you need to go as painlessly as possible.

My approach is customizable, efficient, and practical – because I don’t want to do any more work than I have to either. I also work within budgets and flat fee arrangements whenever possible.  Hopefully this makes dealing with your situation more predictable and less stressful and time consuming. 

Prior to starting Osbourne Collaborative Law in 2020, I was a full-time litigation lawyer in downtown Toronto. Feel free to ask me why I left that life behind! I have also spent time as an insurance broker and competitive athlete, among other things. More recently, I’ve gotten into writing, cats, and cooking. Yes these interests really took off during COVID lockdowns. 


  • Juris Doctor, Osgoode Hall law School
  • Licensed by the Law Society of Ontario
  • Trained in Collaborative Family Law
  • Trained in Mediation (Family and Community/Civil)


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Sean Valentine

Sean Valentine

Deep litigation experience arguing issues related to complex legal relationships.

Educated at Windsor Law & University of Detroit Mercy, Sean began his career as a litigator in some of the Toronto area’s most notable specialty firms in 2015. His deep litigation experience proved his ability for arguing issues related to complex legal relationships and exposed him to methods for strategically navigating the role of the court.

Sean decided to transition his experience to the area of Family Law and focuses on practicing a more modern approach recognizing the value of alternative dispute resolution methods in addition to litigation. He is a trained Collaborative Law Practitioner and in the process of becoming an Accredited Family Law Mediator.

Sean brings a diverse range of expertise spanning a variety of areas in family law, including parental responsibility, the determination of support and property ownership. His proficiency in contract negotiations and dispute resolution is a valuable asset with a genuine interest in helping clients and their families. Sean has appeared at various levels of court, including the Ontario Court of Appeal and looks forward to helping each one of his clients find their individual solution to their matter.

In his spare time, Sean loves playing baseball, golf and disc golf, walking his dog, spending time with his family and finding new restaurants to try in the GTA.


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“We were able to resolve the case and I couldn’t be happier with the outcome.”

I recommend this firm to anyone who is looking for a lawyer that is prompt, caring, understanding and gets the job done! The effort that was put in was amazing – I simply cannot put into words how thankful I am to have had Osbourne Valentine Family Law take my case.