I am not familiar with the HH in person but I made my own. I have the same issue. I can get the 40's and the 70's in it but I have to tip them as well. If the weight hander was lower it creates other issues. I cannot load my IH 70 on that side because they are taller.

However if you have the heavy hitch stand you can mount the weights then back up to the HH and hook it up saving the prying them in there. That is how I typically do it. With the IH weights I have to remove the top bushing before I back in to hook it up and then put it back in after I get it into hooking up positions since the bottom of the I match wont clear the top of the weights.

 

I think I'm only going to be able to put three weights on each side for the inside bar. Maybe the 40#s would work, I'm not sure. But even if I had all 16 weights hanging on there and I tried to attach it, I can't see how my lift arms would not hit the inside weights (with 4 on each side).

 

If it helps, I have the HH2DB on my 2032R and am able to carry 16 of the 42# weights (P/N UC13263) on it with no interference issues. I would think there'd be more space on your machine than there is on mine? So maybe you'd be able to carry 8 of 42# weights on the inside bracket and 8 of the 70# weights on the outside.

 

This is the best I could do. I guess I could add two 42s if I had them... Would still be pretty tight I think. This is incredibly nicer than using my RC2072 for ballast now!

 

It looks like the new 2 series has more clearance at the arms that the OP's 3039R.

 

On my 2025, I gain a bit of room by lifting the 3point to the top.

that puts the angled lift arm under the weights. No quick hitch.