I've come across these two sentences, and I was wondering what they really mean in this particular context :
The first phrase:
I was wondering if I was to work for you for free, could you teach me what you know. I'm the owner of a small business, also manage real-estate. I know my abilities can do more, just looking for that extra piece of information/skill set to get me where I'm going to be. Source
The second phrase:
If I was to travel with a 2 year old in the late spring/early summer, are there activities that are family friendly beyond the pool? Source
The first phrase gives me the impression that in case of he(I in the phrase) worked for him for free, he should teach him(me in the phrase) what he know.
The second one gives me the feeling that he decided to travel in the late spring/early summer along with a 2 year old, and he doesn't know if there are any family activities over there.
Am I wrong ? (A yes or no answer would be more than enough for me).