I am glad I got the professor part right. The lack of marriage could just be the south node's influence and the fact that Moon is void of any planets in traditional and Venus is combust and conjunct a malefic but even then not having a girlfriend is odd. I am technically asexual and have Venus conjunct Mars in Aries but the conjunction is often considered highly sexual. The fact that it is in the 8th seems like repression would be the problem but he could also be sexually confused or not comfortable with the fact that he might be gay, etc. It could also be that you are entirely unaware of his sex life because it is private and he doesn't share it with others. He could be sexually deviant even. I have a sister with Venus in the 12th who has never had a relationship but I always felt that she did something in private. His 8th with Venus/Mars out of sect does point to sexual oddness which could also point to asexually, though.
good point,7th ruler tells about wife but it is venus that determines how we go about love.
I have seen people with the same configuration of Venus and one was married 3 times, such as the astronaut Buzz Aldrin. Just going off of the condition of Venus is not enough info in most cases either. For a man, you look at the Moon, Venus and the 7th lord and planets in the 7th. When I first read the chart I did not see Jupiter with the SN either because the chart was blurry. To me, lack of marriage is more so emphasized here by the 7th lord with the SN (in addition to the other indicators), which would especially be difficult until around the age of 40-45 (according to my astrologer). I have Saturn conjunct NN ruling my 7th which is maybe almost equivalent.
To be honest, I don't look at the charts of English teachers but it makes sense. I did mention language as a possibility but he had the potential to study many things. I think the main emphasis was high intellect, education and being someone who teaches. Lots of 9th emphasis. It is surprising he doesn't have a higher degree, though. Perhaps that is Neptune's influence all over and his Moon made me wonder about some instability and being a dreamer (aka drifter). If you were to tell me this person was not highly intellectual I simply would not believe you, though, and would think that your perception is off. My guess is that they would also be very unsatisfied with being unsuccessful, if they view themselves as unsuccessful like you do.
Jupiter conjunct SN can point to loss of fortune, as I mentioned.
Also, I did mention creative potential. Lots of Neptune emphasis. I have some similarities with this person and I play many instruments and used to be in musical groups in college/high school. I didn't mention it much because it is kind if a side thing and not emphasized and we don't have time to go into detail about everything.
What was his relationship with family?
Do you know if he is maybe on the autistic spectrurm?