Hi
It seems like your main issue depends on the file size. If you want to fill the entire landmass shown on your sketch with territories you wont even get close to half complete the map. Right now you have less than 20% done, which means your map will have more than 5mb in the end. But if you abandon vast areas you might be good.
Is that count good enough
http://prntscr.com/btyk9d
compaired to this
http://prntscr.com/btc3rr
There are way too many dots. you can easily delete 75% without losing the shape, remember that you can still make manual adjustments after simplifying the shape or manually deleting the points. All those points increase your map size intensively, without adding any benefit. If you dont decrease their number you wont be able to upload the map in the end..
furthermore the frame for Sicily, is another waste of memory size and on top of that it looks incredibly stupid and unreasonable. Its only benefit will be to confuse the player. better follow the recommendation by 1416 and increase the width of your map towards the west.
My last advice: if you use inkscape, save your file as normal svg, not as inkscape svg. this will reduce the memory size by 20% and is even more compatible with the warlight editor.