My internet is acting up so going to type really fast in case it conks out, so don't get hung up on typos or grammar...
Male privilege has never been a concern for me and I've slowly worked at undermining it in my work scenario. I noticed that I was privileged in meetings for instance when it came to speaking and people accepting my ideas so I started to play the supporter of co-workers ideas. I spoke less and became more attentive. The other place that male privilege has been most obvious for me is as first born male, but truth is I have always been a bit of a disappointment in that regards (growing up my dad used to take me out on long walks to chat and usually inquire as to whether I was gay or on drugs!

) Neither, by the way although I suppose if/when I transition I would be a lesbian. As for 'strong male', well... I've never been that. I was always bullied growing up and had my sexual orientation questioned (by family, friends, and schoolmates).
In fact, the only male privilege that I did easily take on was being 6'2" and 250lbs... Now, I'm 6'2" and 180 which is much less intimidating at 40 yrs old.
Truth is, the 3 top things slowing down my full transition:
(1) I have young kids and although many say that under 5 year olds are fairly adaptable, I want to make things as easy as possible and if it will hurt them then I would rather suffer than them.
(2) I want my spouse to be truly comfortable (she has come a long way and now is fully on side and asking when I'm going to see the gender therapist).
(3) My family is my family and not a concern as they are what they are. But my wife's family are much older and more traditional, I don't want my decision to harm their relationship with her. This one is much more challenging and is a work in progress mainly through subtle changes right now so it doesn't seem like such a leap. Ultimately, I don't believe that my transitioning should harm others or their relationships.
So, my hang-ups are few, and have little to do with male privilege or myself. It is about others in my life that I value and care for deeply. I have thought at times it would be easies if I could do SRS, enough feminsation that I could see myself as myself, but not so much that others would have to be at risk or negatively impacted by my decisions. In the end, I know that it would never end there regardless and I would maximise everything but this then slows down the decision as I truly am trying to build my supportive network and bringing as many on side as I can.