Our expert says:
What you are describing is a series of problems ( and maybe a tendency to fail to learn adequately from each crisis ) but doesn't sound in the least like OCD. Work with a counsellor / therapist on your personality probelms, and you should be able to get things much better organized.
Don't reject the counsellor with the fake argument that "I wa nt to do it all on my own" - you've been all on your own for years, and haven't solved anything. The counsellor / psychologiust won't do it for you, even if you ask them to do so - but will help you to do it yourself, but effectively.
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