The reason why I only put the jib up was it is a lot easier to put up than the main and also I was having issues with the halyard getting tangled and me not getting the S hook to get in the loop so I wanted to test that out.
The boat sailed fine upwind with just the jib and decently "fast". The sails are Symth Dacron, they don't look bad but certainly aren't new. The fact that the main wasn't there to help with the mast bend could of certainly been the cause because I don't remember it doing this when I had both sails up. I just put new tell tales on it, 3 sets about 9-12" away from the luff.