OP, raise the bag, get the bottom as high as the bottom of the primary or you'll be picking your stuff up off the street.
I actually like the way the bag sags, looks old school.
I've got 2 bags, the first one was a Leather Works, great bag thick leather. Scuffed the threads off the lower left corner.
Bought another bag, a Garage Leather, nice bag not as thick or hold as much and the buckle rattles, but untill I get the old one resown it'll do.

 

The one you show OP looks like a beat up ol' second hand thrift store ol' ladies purse. lolol.

 

Fox creek makes a great one

 

Just don't buy the stock HD swingarm bag like I did. That thing sucks in water whenever it rains.

 

LaRosa bags are poor quality - you are the 1st person I have seen recommend them.

Leatherworks is the best quality I have seen.

 

I've owned three. A La Rosa, Leatherworks, and Garage Leather.
The La Rosa is the thinnest and looks very cheap compared to the other two.

I've been too lazy to make a new diamond plate to mount the Garage Leathers bag.
I got an axle Roto-Plate mount to replace my swingarm mount and decided to buy a Garage Leathers bag to compare since I need to make a new mount anyway.

The Garage Leather is thicker leather than the Leatherworks and cost more, but I'd give it the edge quality wise over the Leatherworks. Either is a great solo bag though.

I added a lock to the Leatherwork and will add one to the Garage Leather so a thief can't just open and steal what I'm carrying.

 

How do you add a lock to the leather bags?

 

http://www.harley-davidson.com/store...lebag-lock-kit
Once you've measured where to mount the lock, drill holes in the leather.

You can get the locks ordered to match your ignition key, but I just ordered the universal locks.

 

Two words, "Left Turns" ????

 

I have the 3" Leatherworks on mine and no problem at all with clearance.
Mine does sit slightly higher with my hard mount vs. using only the supplied leather mounting straps.