As a matter of fact, you are right, so we can easily assume as possible what you say. However, we could also imagine that He could also spend time with his followers by chatting about less transcendent topics, such as those problems they had to cope with on a day-to-day basis.

But, even takeing for granted He did preach for hours and hours, it does not mean He was not doing it in His clear and direct usual way.

Of course, as you say, what we have recorded in the Bible is the important stories of his followers, which are just transmitted to us basically through the Gospels and the Acts of the Apostles.

As you know, Jesus used parables to help His followers assimilate the message He wanted to transmit. But, it is also true, that his Apostles, and probably all his followers, were not either scholars or learned people. So, more often than not, they needed additional explanations to really digest what Jesus was telling them. But, I would say, that bearing in mind the cultural level of the people surrounding him, His parables were pretty clear and direct.

As for problems during the time of Christ, of course there were as many as we want. So many, that because of them, He was crucified.

But I already said that Response to Jesus preaching was varied, and went from the very enthusiastic to the definite disavowal

What I do not understand is your last paragraph that says The biggest issue attacking peoples faith is not outward but doubt inward

Would you mind elucidating it a little bit further?
Gromitt82