Given a 4x4 matrix $T$ over $\mathbb{R}$ such that $T^4 = 0 $, $k_i = \textsf{dim} Ker(T^i)$, I need to check which of the following sequences, $$k_1\leq k_2 \leq k_3 \leq k_4,$$ is NOT possible :
$ 1)\; 1\leq 3 \leq 4 \leq 4$
$2) \; 2\leq3\leq4\leq4$
$3) \; 3 \leq 4 \leq 4\leq 4$
$4)\; 2 \leq 4 \leq 4 \leq 4$
The only relevant thing I could recall relating to this is the fact that for nilpotent operators $$ \{0 \} \subset Ker(T) \subset Ker(T^2) \subset \ldots \subset Ker(T^{n-1})$$ But the equality in the choices is putting me off. A hint would be welcome. Thanks in advance.
There is a very basic and easy-to-prove result:
Lemma: Let $T$ be an endomorphism on an $n$-dimensional vectorspace. Denote $k_i = \dim \operatorname{Ker} T^i$. Note that $k_0 = 0$, since $T^0$ is defined to be the identity map. The sequence $(k_i)_{i \geq 0}$ is increasing, while the sequence of differences $(k_{i+1}-k_i)_{i \geq 0}$ is decreasing.
(This Lemma immediately rules out your possibility 1)
The first statement is trivial, since we have $\operatorname{Ker} T^i \subset \operatorname{Ker} T^{i+1}$.
Let us prove the second statement: Denote $b_i = \dim \operatorname{Im} T^i$. Since we have $b_i+k_i = n$ for all $i$, we have $k_{i+1}-k_i = b_i-b_{i+1}$, so it suffices to show, that the latter sequence decreases. For that, just consider the map $$T:\operatorname{Im} T^i \to V$$ and use dimension formula: The image is $\operatorname{Im} T^{i+1}$ and the kernel is $\operatorname{Im} T^i \cap \operatorname{Ker} T$, so we get $$b_i = b_{i+1} + \dim \operatorname{Im} T^i \cap \operatorname{Ker} T$$ or $$b_i-b_{i+1} = \dim \operatorname{Im} T^i \cap \operatorname{Ker} T$$, which is decreasing, since we have $\operatorname{Im} T^i \supset \operatorname{Im} T^{i+1}$ for all $i$.
As stated, this rules out something like $0 \leq 1 \leq 3 \leq 4$.
A corollary is the following famous result: Once we have $\dim \operatorname{Ker} T^i = \dim \operatorname{Ker} T^{i+1}$, we have $\dim \operatorname{Ker} T^j = \dim \operatorname{Ker} T^i$ for all $j \geq i$.
We also get the following corollary: Let $T$ be nilpotent with one-dimensional kernel. Then the kernel of $T^j$ is $j$-dimensional for any $j \leq n$.
As a constructive result, let us note that the lemma above is the only restriction for the sequence $(k_i)_{i \geq 0}$:
Let $(k_i)_{i \geq 0}, k_0=0$ be an increasing sequence, such that $(k_{i+1}-k_i)$ is decreasing and eventually stabilizes at zero. Then there exists an $n > 0$ and an endomorphism $T$ on an $n$-dimensional vector space, such that $k_i = \dim \operatorname{Ker} T^i$.
The proof is simply the Jordan form.
In particular your possibilites 2)-4) are all possible.