You and I definitely think a lot alike. All of my hand and power tools are what pros use -- then I just don't have problems.
I went for the 372 in 2012 and never looked back. If I had the 357 I think I would have been disappointed -- the 357 would have been a lot like my stock 262. The 372 is a big step over the stock 262 and 357 -- 24" bar and sinking it in some large rounds has been great -- 40" plus pine has bee easy to handle. Also did some really big maple it just cranks.
I personally think if you get the 555 in a month or two you'll be disappointed you didn't go for the 562.
If the 562 was $200+ more over the 555 I would consider it, but I really think based on prices on the net it's more like a $100 difference.
Slap the extra $100 to $150 up now and enjoy the 562.
In a year or two you could always augment w/ a 550 (always nice to take 2 or 3 saws to a job so if something goes wrong you just grab another saw).
If you get into some big trees on your property, pickup a 372 or 390 used or something to get through those.
Go with your gut -- your gut is saying 562XP IMHO
Good luck.