I believe the method I'm using below is easier than what you're trying to do. First, you can determine $z$ in terms of $w$ as follows:
$$\begin{equation}\begin{aligned}
w & = \frac{1 + zi}{z + i} \\
w(z + i) & = 1 + zi \\
wz + wi & = 1 + zi \\
wz - zi & = 1 - wi \\
z(w - i) & = 1 - wi \\
z & = \frac{1 - wi}{w - i}
\end{aligned}\end{equation}\tag{1}\label{eq1A}$$
Since you asked for hints, I trust this will do. Nonetheless, just in case you would like to see the rest of the solution, I've placed it below in spoilers.
It asks about $w$ moving between $-i$ and $i$. Thus, you have $w = ki$ for real $k$ where $-1 \lt k \lt 1$.
Substituting this into \eqref{eq1A} gives
$$z = \frac{1 - (ki)i}{ki - i} = \frac{1 + k}{(k - 1)i} = \left(\frac{1 + k}{1 - k}\right)i \tag{2}\label{eq2A}$$
The remainder of the solution is:
Let the coefficient of $i$ be $j = \frac{1 + k}{1 - k}$. As $k$ goes from $-1$ to $1$, note $j$ is always positive, but with it going from just above $0$ when $k$ is close to $-1$ to approach positive infinity as $k$ gets close to $1$. Thus, as asked, this shows $z$ is starting from the origin and moving across the positive imaginary axis.
Update: Using Cartesian coordinates instead, your correctly get to
$$v = \frac{y^2 - 1}{(y+1)^2} \tag{3}\label{eq3A}$$
As you stated, you next need to solve for $y$ in terms of $v$. Doing this gives
$$\begin{equation}\begin{aligned}
& v = \frac{y^2 - 1}{y^2 + 2y + 1} \\
& v(y^2 + 2y + 1) = y^2 - 1 \\
& vy^2 + 2vy + v = y^2 - 1 \\
& (v - 1)y^2 + 2vy + (v + 1) = 0
\end{aligned}\end{equation}\tag{4}\label{eq4A}$$
This is a quadratic equation, so using the quadratic formula gives
$$\begin{equation}\begin{aligned}
y & = \frac{-2v \pm \sqrt{(2v)^2 - 4(v - 1)(v + 1)}}{2(v - 1)} \\
& = \frac{-2v \pm \sqrt{4v^2 - (4v^2 - 4)}}{2(v - 1)} \\
& = \frac{-v \pm 1}{v - 1}
\end{aligned}\end{equation}\tag{5}\label{eq5A}$$
One solution of $y = \frac{-v + 1}{v - 1} = -1$ gives in \eqref{eq3A} that $v = \frac{0}{0}$, so it's not valid. Instead, you have
$$y = \frac{-v - 1}{v - 1} = \frac{1 + v}{1 - v} \tag{6}\label{eq6A}$$
This is the same as \eqref{eq2A}, in the spoiler, with $k$ replaced by $v$.