In standard Quantum Mechanics, one computes the expected value of an operator $A$ (arbitrary state $|\Psi\rangle$) as
$$ \langle\Psi|A|\Psi\rangle. $$
This has the virtue that we can compute for instance the average energy of the system $E=\langle \Psi|H|\Psi\rangle$ and also we can compute, if we want, the expected value of non-Hermitian operators like $\alpha = \langle \Psi|a|\Psi\rangle$ in the Harmonic oscillator. Now, in Quantum Information or Quantum Open Systems, one usually works with a complete set of measurement (Kraus) operators $\{ K_m\}$ that fulfill
$$ \sum_m K^\dagger_m K_m=\mathbb{I}. $$
Then, for instance, the majority of quantities that we can measure (if not all) will be Hermitian, since for instance
$$ \langle\Psi|a^\dagger a|\Psi\rangle. $$
On the other hand, as it is true that e.g. $a$ is not a Hermitian operator, in phase space techniques one manipulates such quantities theoretically and they are very useful for studying the system dynamics.
My questions are: can the set of measurement operators $\lbrace K_m\rbrace$ can at some point accommodate such non-Hermitian quantities? Why have a formalism that in principle "loses" a big amount of (theoretically) useful information?