Outlook. Not receiving or sending emails

There are some emails that I do not receive.    I have checked my junk folders, blocked emails, rules, storage size, etc. etc.  all the standard steps that microsoft recommends.     When I add the sending email address to my safe addresses, then emails came through.   Or if I send someone an email, and they reply, then i will get the email.    This does not happen with all email addresses that send me emails.  it seems to be random.  Even domains vary. Eg. i get some gmail.com emails, and others I don't.    Please don't suggest adding the addresses to my safe list, because if I dont know that someone is sending me an email, I wont know to add it. I can very easily trouble shoot this with someone from microsoft at your convenience.This is very frustrating and I am at the point of changing to gmail to avoid the problem.  I have been using this hotmail email address for 25 years now and it will be extremely difficult to switch over all my personal and business contacts to a new address.Thank you, Perry

******@hotmail.com

At first my group email was going to sent emails to one name of a person. I am not receiving email from a city off, such as a receipt.

I have tried everything nothing worked.

Can someone call me at [removed to protect privacy] to help me with this matter

Can you send yourself an email and receive it? If not, do you get any error messages when you try?