I put it differently then:

I play on Hard since I learned the game. I realized that the hardest but also most interesting part of the game until you get a decent empire and a good positive cashflow. Defensible borders, few enemies (most neutral or allied), ships in every sea region, etc. After that you basically won the game, it is still fun but you are no longer living on the edge.

If I switch to Expert, can I expect that the first part of the game will be even more difficult AND I still have challenge after consolidation? Will the tactical battles feel unfair? Would you suggest trying Expert or it just makes the game unfailry difficult thus less fun? Any ideas are appreciated!