I assume we're working in a vector space $V$ over some field $F$ (you can take $F=\mathbb{R}$ if you want) which is not $\{0\},$ and $T$ is a linear transformation $V\to V$ (if you prefer, $T$ is a square matrix with entries in $F$). The identity is $I.$
$\text{(a)}$ There is a slick way and a more "hands-on" way.
Slick way: If $T$ is non-singular then $T$ is a bijection $V\to V,$ so that in particular $\operatorname{im}{(T)}=T(V)=V.$ Now $$\operatorname{im}{(T^{2})} = T^{2}(V) = T(T(V)) = T(V) = V.$$
Similarly, $\operatorname{im}{(T^{3})} = V.$ But if $T^{3}(v)=0$ for all $v\in V,$ it must follow that $V=\{0\},$ a contradiction. Hence, if $T^{3}(v)=0$ for all $v\in V,$ then $T$ is not non-singular, and hence $T$ is singular.
Hands-on way: Suppose $T$ is non-singular. Then there is an inverse $T^{-1}$ with $TT^{-1}=T^{-1}T=I.$ We are told that $$0=T^{3}(v)$$ for all $v\in V.$ Then, applying $T^{-1}$ to both sides (if you prefer, left-multiplying by $T^{-1}$ on both sides) gives $$0 = T^{-1}(0) = T^{-1}T^{3}(v) = T^{2}(v).$$ But now we can do the same thing, to get $T(v)=0$ and hence $v=0.$ Since we assumed $V\neq\{0\},$ we know this is not true for all $v\in V,$ so we have a contradiction; hence $T$ is not non-singular, so $T$ is singular.
$\text{(b)}$ Here I assume $v\in V$ is supposed to be fixed (the question does not make sense otherwise). Since $T$ is a linear transformation (or square matrix) and $T(T(v))\neq0,$ it follows that $T(v)\neq0,$ and by the same reasoning $v\neq0.$ We have an equation
\begin{align}
\alpha v+\beta T(v)+\gamma T^{2}(v)=0.\tag{1}
\end{align}
Apply $T$ to both sides of $(1)$ (if you prefer, left-multiply both sides by $T$). Since $T$ is linear and $T^{3}(v)=0,$ this gives
\begin{align}
\alpha T(v)+\beta T^{2}(v)=0.\tag{2}
\end{align}
Now, do the same thing to $(2)$ to get
\begin{align}
\alpha T^{2}(v)=0.\tag{3}
\end{align}
Now we know $T^{2}(v)\neq0,$ so we deduce from $(3)$ that $\alpha=0.$ Hence $(2)$ becomes
$$\beta T^{2}(v)=0,$$
and similarly we deduce that $\beta=0.$ Finally the same reasoning applied to $(1)$ gives $\gamma=0$ and we are done.