Is the operation of addition on the subspaces of VV associative? In other words, if U1,U2,U3U_1,U_2,U_3 are subspaces of VV, is

(U1+U2)+U3=U1+(U2+U3)(U_1 + U_2) + U_3 = U_1 + (U_2 + U_3)

Yes, since either way we're taking all the sums (see def 1.3.6) the order which we do so doesn't matter.

Put another way, "all sums of (all sums of A,B) C = all sums of A,B,C".