Hard to say without knowing all of the information. If the Colts have done their due diligence and they are okay with drafting him, then fine. If it is perceived as an significant issue, Foster will probably drop out of the first round.
It would be surprising if he found it awkward, he may not want to work for the Colts, for other reasons. However, I doubt finding it awkward or worrying about what if it doesn't work out are among the reasons.
I believe that 99% know that Brad Wells is full of it. However, I would be very surprised if Manning would find it awkward working for the Colts and stunned if he ever went into a job thinking what if it doesn't work out.