Hi there
You are represented by (Libra) Venus in this equation, which describes your position in the legal field as well (Libra rules professions in law).
I would select 9th house to read for your professor who therefore, is represented by (Gemini) Mercury. 9th house rules the teaching profession (particularly those who work in higher education).
Income from this man would be 2nd from 9th, so 10th. I'll probably take a look at 11h (3rd from 9th) too, as this house rules business & communications.
Significators fall into 5th house. I'm taking this as an indication of your speculation as to the profitabilty of your potential relationship. You would essentially be gambling the time you would invest in a job for the potential prize of income, business contacts, and career opportunities. I'll assume that its not an indication of romance or children
Especially since you called him old hehe
Moon just changed signs into Pisces (fruitful). Right away I see Venus (you) exalted in Pisces conj Mercury (professor) in detriment in Pisces. That says to me pretty clearly that your association with this professor will benefit you much more than your association will benefit him. Mercury in detriment doesnt produce the best possible results, so you may not land crazy big-fish contacts from this guy. That said Mercury is conjunct Neptune in Pisces, so I feel that helps somewhat. Neptune cuts others a better deal than himself, in Pisces he is the ultimate giver. The conjunction is direct, 0°14'. He definitely wants to help you. He may not be able to help a whole lot or as much as he would like.
Mercury is also receiving a square from Jupiter (from your 3h communications) who expands everything he touches. As the great benefic a square from Jupiter isn't so bad and more indicates trouble controlling something for its size. Perhaps he connects you with so many people it's hard to tell which contacts are truly valuable? Mercury is not in fall (19°) so the association won't harm him, it seems.
To summate: He helps you out, potentially a little, potentially a lot. The desire to help is there. Jupiter is wanting to expand in the realm your third house of communications through this man. Some energy to this end may be either semi-blocked or hard to control, or both at times.
Moon will pass over Venus, Mercury, and Neptune (in his own domicile) before leaving the sign of Pisces, so certainly not VOC.
10h cusp lands in the final degrees of Cancer, fruitful. Moon's NN is applying direct conj to MC in 5°21'.
11h cusp Virgo. Virgo ruled by Mercury, rules business. I find it interesting that that turned 3rd (business/communications coming from the quesited) is your 11th house of hopes and wishes, groups and large organizations
Timing
Moon applying direct conj to Mercury in 15°02'
Pisces, mutable: medium time frame
In 5th house, succedent house: medium time frame
I'm seeing this as 15 weeks, 2 days. About 3.5 months.
Perhaps a little sooner, when Moon conjuncts Venus and activates Mercury through V conj M connection.
I don't want to give you false hope but to me this seems like an important contact for you to make.
To me, chart says it will pay off, perhaps not immediately in money or in enormously profitable contacts, but rather by bringing you closer to your NN's purpose to which your career seems to be the (current) path.
I'm new to timing but I'd say something important to the direction of your career (and life) will occur 3-3.5 months into your association with this man.
Edit: It'd be great if you could keep us updated on your decision & how things turn out. I wish you all the best luck!!