A general relationship is formulated between the contributions of 'Wea
k Annihilation' (WA) to inclusive semileptonic decays of heavy flavour
hadrons and the matrix elements of four-fermion operators. We argue t
hat non-perturbative contributions from low-energy hadronic final stat
es provide the dominant impact of WA on the semileptonic b --> u width
of B- mesons. In that case WA affects the lepton spectrum mainly in i
ts end-point region -i.e. beyond the kinematical boundary for b --> c
transitions - and we expect the latter to look quite different in B- t
han in B(d) decays. At present we are unable to make a truly quantitat
ive prediction; yet a detailed experimental comparison of the B- and t
he B(d) lepton spectra will enable us to determine the size of the rel
evant matrix elements and to check directly to what extent the factori
zation approximation works here. Using universal analyticity propertie
s of the decay amplitude we analyse WA in the perturbative regime and
rederive our earlier results about the absence of a power enhancement
due to gluon emission in a more general way. We also address the probl
em of the invariant mass of hadrons in the final state in semileptonic
B decays and identify non-trivial cancellations in [M(hadr)2]