I understand what you're trying to do. Perhaps title them if you are going to show them to others.
Flowchart 1 suggests the action is from a list of states. So I'm guessing that you will download all PDFs for a state and fishing/hunting combination when the user requests a download.
Flowchart 2 suggests to me that you will display the update request button when the user has a document open, allowing single PDF updates. You might also want a general update request button on the main screen.
In the first chart, just a nit-pick on wording. The "(I.E. first app store download)" is not correct. They may not have the state they are looking for, but may have others already downloaded. Also, don't display a blank webView. In that case, either keep the user at the level they were at when they initiated an action, or back up a level if needed.
Some constructive criticism/suggestions...
I do have a suggestion, that I think I already mentioned. Instead of having the user press a button to do a check, why not do the check when they first start up the app. You could do that on a background thread. If a change is detected, then put up a update request button where you wish. Otherwise it isn't needed, except as perhaps an aid to user satisfaction. Use of a notification (perhaps UIApplicationDidBecomeActiveNotification) in the app delegate to trigger a (successful) check say once a day, GCD (Grand Central Dispatch) to kick off the thread, and another notification or KVO (key value observing) to observe a flag or object of updates which would display the update request button if needed.
If you are thinking of listing all the states even when some states do not have documents, I think that is a mistake. If you insist, then do some coloring trick to distinguish those from states that have documents. If it were me, I'd only list the states that have local documents, and I'd have a + button on the right side of the navigation bar when in the states listing so users could request applicable documents for a missing state. I'd also implement a method to allow users to delete states, and documents within states.
Of course those suggestions change your flow chart.
Just curious, how will you get the UIProgressIndicator to work. I haven't used the web download tools yet so I'm wondering how that works.
BTW, what app did you use to create the flowchart?
Did you sort out your scheme issue? If so, what was the solution?