Oops, missed this! Silly physics labs.
While your strategy for the first question may work out (I haven't looked at it too hard), there is a much easier (and as you noted, intuitive!) way to go about the proof.
Say [itex]\|T\| = K[/itex], and [itex]\|S\| = C[/itex]. Let [itex]u \in U[/itex]. Then
[tex]T(u) = v \in V \ \mbox{with} \ \|v\| \leq K\|u\|[/tex]
and
[tex]S(v) = w \in W \ \mbox{with} \ \|w\| \leq C\|v\|[/tex]
combine the results, and see what you get
Now for the second question. Again let [itex]\|S\| = C, \ \|T\| = K[/itex].
Then say [itex]S(v) = w_1 \in W, \ T(v) = w_2 \in W[/itex], so that [itex]\|w_1\| \leq C\|v\|[/itex] and [itex]\|w_2\| \leq K\|v\|[/itex]. Look at
[tex](S+T)(v) = S(v)+T(v) = w_1 + w_2[/tex]
What can be said about the magnitude of the right side (as you're probably tired of me saying, you might need the triangle inequality!

)?