I like the Moon-Moon contact.The fact that hers is in the 7th and his is in the 4th suggests that both are looking for that special someone.
Interestingly Chiron is in her 4th house: Some painful issues there related to upbringing or wanting a sense of stability. The square of Chiron to Jupiter in Leo could be money issues when growing up?
His Moon in 4th sextile her Chiron soothes that. As he is also longing to feel a sense of belonging. His emphasis on emotional security is quite strong.
Her 5th house ruler (Venus) is conjunct Uranus in Scorpio and square Juno in Aquarius. I don't think she minds the age gap and maybe even was drawn to him because of it. She is used to having relationships that are "out of the ordinary".
And I also suspect that adoption or some unusual child -bearing/child rearing situation will occur i.e surrogacy, adoption, manual fertilization etc.
Moon in 7th wants companionship.And when in Cancer,it can border on an overly dependent nature that doesn't know where their feelings start and those of the partner end.
Pluto in Libra in 10th suggests that she measures herself and reputation according to the kind of relationships she has with other people. So companionship/ marriage may be of extreme importance to her.
I think this once again highlights the Chiron in her 4th house in Taurus. Wanting some sort of stability and security emotionally.Wanting to belong.
And the fact that Moon in Cancer opposes Mars in Capricorn, Uranus-Venus is in smoldering Scorpio squaring Juno in Aquarius, blowing hot/cold is her love nature stamp.
So she may expect him to be the calm in her ever changing storms.
In his chart, he has the opposition of Venus in Taurus with Saturn in Scorpio which suggests that he chooses difficult partners with emotional issues(Saturn in Scorpio). This is the challenge that he sees as worthwhile towards love(Venus in Taurus).
Further emphasis to this is Pluto in Libra in 7th (serious about relationships) and Saturn in Scorpio in 7th(partners with issues relating to intimacy).
This would explain the connection between his Venus-Saturn opposition(afraid to get close) and her Venus-Uranus conjunction in Scorpio(afraid to commit)
Ironically when these two find each other, they are quick to do the very thing that was being hard to do when with other people who didn't share the positions i.e COMMIT.
His Juno in Pisces trines his Moon in Cancer. The marriage is likely to be quite emotional and full of empathy.
His Juno in Pisces squares Uranus/Jupiter in Sagittarius. In many ways,the partnership will get in the way of his freedom.
The natal Moon-Neptune opposite suggests a person who is very compassionate(Moon-Neptune opposite) but also very idealistic. Not knowing when to stop.
The added square with the Sun suggests a struggle to integrate this feeling/ compassionate nature into the identity
The feeling part of him knows of patience/ love and understanding. And he can do that .
But there is another part of him that wants to solve things quickly and is frustrated by complexity(Aries Sun).
That added Aries Mars can act to emphasize this impatience with wanting to just take action when problems arise.
I will not say "yes" or "no" as no married couple is perfect in every aspect as it takes adjustment.
Numerologically speaking (which I think is the foundation of synastry analysis) if the life path number are compatible. Its a win. The rest is adjustment and lots of love and understanding.
Many couples with "bad" synastry stay married. Whilst others with great synastry divorce. its all about the individuals involved and the intention of the respective souls that they have.