I struggle with this on my 192. You probably don't want anything bigger than a 135%. Foot length is one consideration, but also clew height will determine lead position. You'll also want it to be moveable for jib shape control. What's the point of getting a bigger sail, presumably to go faster, if you aren't properly trimming it? So, all of this by way of saying you probably ought to have some long discussions with your sailmaker.
The amount of overlap is a percentage of the Luff Perpendicular, so, a line from the clew to the luff, where the line is 90º to the luff. So, you can't really take the J measurement of an O'day 19, 7' from front of mast to stemhead fitting, and multiply by 1.35 to get 9.45'… Also, the starting point for jib fairlead position is essentially the imaginary luff perpendicular line extended past the clew down to the deck - then adjusted fore and aft to keep the luff telltales flying in varying wind speeds. So, a sail cut with a higher clew will require fairleads further aft than a lower clew. A lower foot will be more efficient to windward, a so-called "deck sweeper" for racing, but will be much harder to see around and, of course, under, for cruising.
So, yeah, not all that easy for me to figure… which is why I'd talk long and hard with my sailmaker before I decide can I put jib track on the cabin top, like an eyebrow, or am I forced to put track down the middle of the side decks (which I do not want to do.)