forget the multi (twin engine and VFR bit of an oxymoron but doing the endorso great fun), most likely prospects C-200 time if your aiming point is charter; tail/endorso great fun but...?
As a sideline for those considering spending the big $$$ - I'd go the Instructor rather than Instrument Rating route, seems the frenzy has sucked up more than it's fair share of instructors (good onya QF, let the love affair continue!) so maybe better prospects in that direction for the immediate future.
IMHO, as always!
Of course all those years ago I went the "charter pilot" route - look where it's got me!
Cheers
galdian