Retirement tax questions

Don’t know about Oregon but if it’s the same as federal then yes Social Security part B is a medical expense.    When you enter a SSA-1099 they automatically go to Medical.

 

Or if you paid them separately,   just start typing Medical  in the search box at the top of your return and pick "medical expenses, sch a" from the drop down list.  Then click on Jump To  at the top of the list.

 

OR

Enter Medical under

Federal on left

Deductions and Credits

Then scroll way down to Medical

Then Medical Expenses - click Start or Update