Have you looked at the simulator drills video?
Since you are in NorthDakotam perhaps you could make it to the Nationals in Worthington, MN.
I'm pretty sure we'll be there teaching at the Nationals, and we can have you sailing in about 1/2 an hour.
Of course it will be on modern entry level boards and rigs.
Perhaps your long board and heavy mast (with a modern sail) are what's preventing you from having success.
An afternoon on a Start, with a lightweight 3.3 or 4.2 m2 Retro Ripper II and I'd be willing to bet you could go back home, put a lightweight easy to use rig on your
longboard, and be sailing around like you've been doing it for years.
In any event, I'm here to help, but I'd need to have a bit more information from you to determine what might be holding you at the level (no success it sounds like) you are currently stuck at.
Hope this helps,