I think in your case I would get the Ergo and buy a 5.5m length of jersey fabric to make a wrap for when bubba is little.

I personally never really got the hang of feeding in any type of carrier. I put it down on my boobs being too far down and just plain too big when they were full. But I also initially had so many problems with attachment, that I couldn't just BF blindly or hands free. Had to shape the breast and all that.

Sasa