God encourages us to ask questions. He is not afraid of our skepticism. He wants to turn our doubts into reassurances. He wants to show us His promises so we know, that we know, that we know, He is our Lord. God is sovereign. He knows what we are thinking anyway so why not ask and get the air clear. He knows what will happen, so why not ask so He can share His plans with you.
We all doubt. That is not a sin. When we come to God with our doubts, He can comfort us, reassure us and bless us. When we hold our doubt in, Satan manipulates is in our hearts so that don't only doubt our circumstances, but also our God.
We are not expected to always know what is going on. That would be impossible. That is why we have God. He has it all under control. I don't have to know what is going on to know that He will take care of me.
We can ask God whatever is on our mind. God made us who we are. He made us to think like we do. God made me a skeptic. I ask Him all kinds of crazy questions. God does not rebuke us for asking Him to help us understand. Many times, He answers my questions. He gives me confirmations when I begin to doubt I'm going the right way, His way.
Don't be afraid to ask God. He has all the answers.