Question: Given states $\rho,\omega\in\mathbb C^{n\times n}$ and $\varepsilon>0$ such that $\rho$ and $\omega$ are $\varepsilon$-close in trace norm does there exist a channel $\Phi$ with $\Phi(\rho)=\omega$ such that $\Phi$ is $\varepsilon$-close to the identity, say, in diamond norm? Or maybe if $\varepsilon$ is too small a bound does this maybe hold for a larger channel-distance bound (e.g., $2\varepsilon$ or $\sqrt\varepsilon$)?
One motivation behind this question could be that it is true for pure states:
Given any $\phi,\psi\in\mathbb C^n$, $\|\phi\|=\|\psi\|=1$ there exists $U\in\mathbb C^{n\times n}$ unitary such that $U|\phi\rangle\langle\phi|U^*=|\psi\rangle\langle\psi|$ and, more importantly, $$\|U(\cdot)U^*-{\rm id}\|_\diamond\leq\sqrt2\|\,|\phi\rangle\langle\phi|-|\psi\rangle\langle\psi|\,\|_1\tag{1}$$ so if the pure states are $\varepsilon$-close together, then the unitary channel can be chosen $\varepsilon\sqrt2$-close to the identity.
(This bound can probably be made even tighter but for our purpose that's good enough). While I don't have a reference at hand containing (1) this is not too difficult to show in a constructive manner by restricting the problem to the 2-dimensional subspace ${\rm span}\{\phi e^{i\alpha},\psi\}$—where $\alpha$ is chosen such that $\Re(e^{i\alpha}\langle\psi|\phi\rangle)=|\langle\psi|\phi\rangle|$—and then defining the unitary just on there. From this one readily computes the eigenvalues of $U$ to be $1$ and $|\langle\phi|\psi\rangle|\pm i\sqrt{1-|\langle\phi|\psi\rangle|^2}$ meaning $\|U-{\bf1}\|_\infty=\sqrt{2-2|\langle\phi|\psi\rangle|}$. Finally, for unitary channels the diamond norm distance is known to simplify considerably (cf. Proposition 18 in this paper / arXiv) to the point that $$\|U(\cdot)U^*-{\rm id}\|_\diamond\leq2\|U-{\bf1}\|_\infty\leq 2\sqrt{2(1-|\langle\phi|\psi\rangle|^2)}=\sqrt2\|\,|\phi\rangle\langle\phi|-|\psi\rangle\langle\psi|\,\|_1 $$ where the last step is due to the well-known trace distance identity for pure states, cf. also Eq.(1.1.86) in Watrous’ book (alt link).
(This is a Q&A style question meant as a contribution to the list of counterexamples in quantum information)