I already explained my plan in the post before the one you quoted. We play for value preflop, and we still get value postflop against alot of his range. e.g. Villain will often call a turn bet here with an underpair. We dont usually look to get it allin with a pair postflop, but that doesnt mean we just check/fold all streets.

KJo is a much better squeezing hand here than 29o for a few reasons.

1) If we didnt raise KJ here we would fold it, because it is a bad hand to be calling out of position Vs 2 players. So we arent turning a profitable calling spot into an unprofitable raising spot.

2) 29o has virtually no value against his range. KJo does. We expect to see a showdown against medium PPs for a medium pot reasonably often. KJo will win half of these (actually more than half since we wont go to showdown with K high very often). 29o wont.

3) If we get only 1 caller KJo is pretty easy to play for $$$. 29o is basically check fold (if our cbet is called).

Just because a hand is "easier to play" doesn't mean we should prefer raising with it to hands that are harder. 29o is almost always going to be easier to play than TT postflop, but thats because we know it has no value whereas we know TT has some value. We should clearly prefer raising TT preflop than 29 even if it sometimes gets us into trouble.