First off, some of the roles that you mentioned for females [wife, significant female other] I don't relate to, being a gay man. However, I can address the issue as it relates to my grandmother [deceased while I was still a JW] mother [deceased after I left the JWs], sister, and niece. Also, female bosses as well.
While I was still a JW, the hard-ass attitude of the JW teachings regarding subjection of females really irked me. I remember one incident while I was a JW elder at a Circuit Assembly in the late 70s. My background was accounting/finance. My sister also was very business oriented, having been a bookkeeper as well as a statistical typist back in the 60s and 70s. I was in charge of the accounts and as such enlisted the aid of my sister in counting the money. Whoa!!! was that a problem for some JWs. They complained to the PO in my congregation and he said in essence that it wasn't fitting for my sister to be doing a job "obviously" meant for a brother. Of course, he didn't see any problem with his wife being a typist for the Assembly and seeing many confidential matters as that was "just" a secretary. I had to comply, but absolutely hated the stupidity of the Organization. I always had a problem with the "down with sisters" attitude which was always obviously or subliminally communicated to the congregation members both verbally and in print.
I also loathed any Assembly/Convention parts where some sister was featured for having been abused in all manner of ways and staying "true" to her husband just so "that in time, he may come around". BULLSHIT!!!
I believe that in part my attitude towards women [i.e., not feeling that I nor any other male was superior] while not verbally promulgated by me was sensed by the sisters in the Congregations that I attended. They often would approach me because they knew that I would listen and not be unfeeling or unsympathetic. Perhaps because I was dealing with my own issues of trying to fight my being homosexual, and of course not being able to speak about it, made me more sensitive towards females not being understand or appreciated.
Anyhow, for me, it was no real change after I left the JWs. In fact, I felt so much more free to give credit to women where credit was due.
As far as having a female boss, I don't believe that would be a problem. However, while I was still a JW, I did have a female boss who was one really messed up looney tune. Literally EVERYONE in my department felt the same way about her, male or female. So, I've been somewhat "scarred" by that experience. But, I don't really think that should the condition arise as to my reporting to a woman that I would have a problem with it.
JohnWWirtanen