You're looking WAY too far into things. You're making it much more complicated than it needs to be by digging up other things to look at. Just go ahead and see what happens when you take the first chart. After all, you did pay for it. Pity to waste the money.
Just a couple comments though.
Venus is on cusp of house 3...also journeys and education/schooling.
This is true, but not collegic level studies, those are the Ninth house. By putting Venus here you've accidentally debilitated her by making her cadent, if we were going to use Venus it probably would have been a better idea to make Libra rising, this should put Cancer on the Tenth or Eleventh and we could put Venus in either of these houses for the desired result. Though, the Tenth does risk some exposure to the public, whereas the Eleventh is not so 'in your face', but gives the project room to grow.
The moon is dignified in cancer and after the combustion with sol will touchdown on your venus.
This is something I do enjoy, but for a different reason. What Lilly's done here is hidden your trip by making the Third house significator Combust, but successful in the fact that Luna has some much strength. However, this does not make up for the rest of the chart, I fear.
The nasty mars sat conjunction is now in house 4- *his* sig though conjuncts Saturn in the house of endings.The moon is separating from mars and saturn-EXCELLENT!
Whose sig? I didn't realize we had anyone being represented by the Fourth house. I, personally, don't like the malefics in this house, it's too important and we don't want the end of the matter to blow up in our faces because of a malefic mess. Remember, neither of these planets are particularly happy in Virgo, so I do expect some acting out on their part.
This puts mercury in your house of money and mercury is strong in gemini and is trine the MC
While I do think this is okay, I don't feel it's important to the situation and all conditions of the Second house (and other) lords can be overlooked right now.
Great job stuffing the Lord of the Eighth, though.
Unfortunately, what I'm not comfortable with is Menkar on the Ascendant as it's reputation brings disgrace, ill fortune, and illness. The lunar mansion doesn't really agree with the situation either, but we'll take what we can get.