Given that the radius of your main member is quite large relative to the width of your beam, I would expect weld stresses to be comparable to those that you might see if welding to a stiff, flat plate.
At the loaded end of your beam, I would move your work point to the intersection of the plate and the top of the HSS beam. You'll have a bit of moment in the beam but a much more robust and predictable force teansfer mechanism at the connection. And you'll eliminate bending stresses on your gusset plate.
I like to debate structural engineering theory -- a lot. If I challenge you on something, know that I'm doing so because I respect your opinion enough to either change it or adopt it.