(#3 -> No). I do own WIF Collectors Editor Deluxe. And probably could find space for all the maps & tables. However; I also have a Whippet and so does my son, who visits with his 2 to 3 times a week. These two guys (Finn & Shelby) would "clear" the maps in no time, so 3 is out for me.
Shelby & Finn (left to right). Some fun they had in the room where I would likely played the board version if I wanted. (#4 -> HECK NO!). (M)WiF is by far the most realistic strategic simulation of WW2 that I've played and I've been playing wargames since 1972! No other game that I've played handles combine arms (land, sea, air) as elegantly and realistically at the strategic level as (M)WIF.
(#2 -> ?). If that was all I had I would. But I've been spoiled by MWIF enforcing the rules, not to mention the beautiful counters, maps and (mostly) interfaces. One (minor) thing that bugs me about both the board and vassal version is that ship type (e.g., BB, CV, CA, CL, CVL) is not explicit in the counters. Though I do know the type of most named ships, it's nice to have it at first glance as MWIF does it. In WIF you have to use first cycle costs to distinguish BBs (2 BPs) vs CAs (1 BP).
(#1 -> BIG YES). The way I look at it, whatever way you decide to play WIF (board, vassal or MWIF) it is a MAJOR time commitment and isn't for the faint of heart. A full global war scenario can takes months or even years to complete. There's a lot of computation and things that players have to keep with board and vassal games. I estimate the workarounds that I have to make in MWIF to be but a fraction of that so they (workarounds) don't bother me.
Also, not to short change my other two dogs of war!
Cally (10 years old, Bichon Frise). Susie (17 years old, Bichon Frise) with Finn (2 years). FYI, Shelby is 3 1/2 years old.