Reading your post, I would think it would steer easier since the fork angle is getting a little steeper. Not near that of a modern crotch rocket though.
I would replace the jack with a concrete curb, side walk, etc, that represents the height your after.
The jack is changing the weight that the front tire must support. And what you must overcome to steer it sitting still.
I would check your front tire pressure also. Low tire increases the contact patch making it harder to turn especially sitting still. Is your front tire near the original size..? Or is it a wide sticky one...?