What kind of hair loss am i experiencing, very oily scalp with bumps, crawling sensation, itch and pain? (photo)

This needs an in-person evaluation. I suggest seeing a hair loss expert now to evaluate and go over your condition and provide you information about your best treatment options. There are great non-invasive options like prp/progesterone and/or hair transplantation. See an expert. Best, Dr. Emer

The information provided and photos are not sufficient to provide a diagnosis. One would need to see your scalp up close and review more complete information. Please see a dermatologist for a careful and detailed evaluation.

Your biggest enemy is the progressive thinning leading to a balding pattern that is not evident at this point in time. Getting Bulk Measurements of your hair to determine the degree of the thinning that you may be presently having is a good idea. If the diagnosis is early genetic hair loss (the most common cause of hair loss in young men and you are probably following your father's balding problem), then the best treatment would be the drug finasteride which is highly effective in men of your age and may not only stop the hair loss but possibly reverse it. If you are developing a more advanced balding pattern the best test to get is the HAIRCHECK instrument test which will determine the Bulk Measurements of your hair and this will show, over a one-year time frame, how effective the treatment will be. Once you know this information, then you and your doctor need to develop a MASTER PLAN which will define what you need