When to reach out to estranged family member?

I had my sibling who was very close to me leave my life after my parents passed. This led me down a destructive path which is what led me to scholars. This thought work is changing my life! Right now, there is not any contact with this sibling. At what point do I know if I am strong enough to reach out to my sibling regardless of the way my reaching out is received. I would have been crushed if the reaction was not positive before the thought work.