For some reason this old question came up in my feed, and I felt compelled to find an example with finite groups which could be proved "by pure thought".
Let $p$ be an odd prime which is $2 \bmod 3$. Since $p \equiv 2 \bmod 3$, the group $G = \mathrm{SL}_3(\mathbf{F}_p)$ is a simple group. I claim that it always has a subgroup $H$ with a non-trivial quotient which is not a subgroup of $G$.
The quotient will be given by the group $\Gamma = \mathrm{PSL}_2(\mathbf{Z}_p) \times C$
where $C$ is a non-trivial cyclic group of order dividing $p-1$ (and so prime to $3$ and $p$). Suppose there was an inclusion
$$\Gamma = \mathrm{PSL}_2(\mathbf{F}_p) \times C \rightarrow \mathrm{SL}_3(\mathbf{F}_p).$$
The image of a generator of $C$ will be semi-simple because it has order prime to $p$, and its eigenvalues will lie in $\mathbf{F}^{\times}_p$ because it has order dividing $p-1$, so up to conjugation it will be diagonal. Since $C$ has order prime to $3$, this diagonal matrix will not be scalar. But the image of $\mathrm{PSL}_2(\mathbf{Z}_p)$ has to commute with the image of $C$, and the commutator of a non-scalar diagonal matrix either consists of scalar matrices (if all eigenvalues are different), or decomposes into block form as $2 \times 2$ and $1 \times 1$ matrices. Since $\mathrm{PSL}_2(\mathbf{F}_p)$ is perfect (it is simple!), that means the map to the $1 \times 1$ block is trivial, and so there would have to be an injection
$$\mathrm{PSL}_2(\mathbf{F}_p) \rightarrow \mathrm{SL}_2(\mathbf{F}_p).$$
But there is no such injection, since the group on the right is also perfect and so has no (normal) subgroups of index $2$.
Now it suffices to show that $\Gamma$ is a quotient of a subgroup of $G$. There is an inclusion $\mathrm{GL}_2(\mathbf{F}_p) \subset \mathrm{SL}_3(\mathbf{F}_p)$ by sending $g$ to $g$ in the first $2 \times 2$ block and $\det(g)^{-1}$ in the next $1 \times 1$ block. Now let $H$ be the subgroup of $\mathrm{GL}_2(\mathbf{F}_p)$ of elements whose determinants are squres.
This is just the group generated by $\mathrm{SL}_2(\mathbf{F}_p)$ together with the element
$$ \gamma = \left(\begin{matrix} \varepsilon & 0 \\ 0 & \varepsilon \end{matrix} \right)$$
of order $p-1$ where $\varepsilon \in \mathbf{F}^{\times}_p$ is a primitive root. But now the quotient of this group by the element $\mathrm{diag}(-1,-1) = \gamma^{(p-1)/2} \in \mathrm{SL}_2(\mathbf{F}_p)$ is just
$$\mathrm{PSL}_2(\mathbf{F}_p) \times C$$
where $|C| = (p-1)/2$, and we are done.