^^^Good point
"Church Up" is a new term for me.
He (and you if you're thinking of helping him) need to drill down on the actual purpose for starting yet another church. What is he offering the community or the people he's trying to reach that's not already being offered? Does he feel that God called him, or is this just something he thinks he's good at? Did he wait on God's time, or did he just step out and start doing something?
Pastoring is a God-commissioned thing. I just don't believe that God is going to call you to this particular assignment and not make a way for you to reach the people to which you are assigned. That said, maybe you are an instrument for all of that to fall into place.
My answer: You need to pray and see if this is a God thing or just a good thing you're trying to do. If God sends you to help him, then that's all you need to know. If he struggles for the next fifty years, that's not really your concern.