[guided]For each $m\in\{0,1,\dots,n\}$, define the map
\begin{align*}
\Psi_m:T\to\mathbb R^n,\qquad t\mapsto (L t_1,\dots,L t_m,\phi_{m+1}(t_{m+1}),\dots,\phi_n(t_n))
\end{align*}
for each $t=(t_1,\dots,t_n)\in T$. The map $\Psi_m$ records the state after the first $m$ coordinates have been replaced by their linear contracted versions. Thus $\Psi_0(t)=(\phi_1(t_1),\dots,\phi_n(t_n))$, while $\Psi_n(t)=(L t_1,\dots,L t_n)$.
Fix $m\in\{0,\dots,n-1\}$. We compare the averages at stages $m$ and $m+1$ by conditioning on every Rademacher sign except $\varepsilon_{m+1}$. For a fixed choice of the remaining signs, define the function $a:T\to\mathbb R$ by
\begin{align*}
a(t):=\sum_{i=1}^{m}\varepsilon_i L t_i+\sum_{i=m+2}^{n}\varepsilon_i\phi_i(t_i).
\end{align*}
This function contains exactly the frozen part of the Rademacher sum. The only variable part left is the two-sign average in the coordinate $m+1$. Since $\phi_{m+1}$ is $L$-Lipschitz by the theorem hypothesis, applying the one-coordinate estimate with $k=m+1$ and $\phi=\phi_{m+1}$ gives
\begin{align*}
\mathbb E_{\varepsilon_{m+1}}\left[\sup_{t\in T}\sum_{i=1}^{n}\varepsilon_i(\Psi_m(t))_i\right]
\le
\mathbb E_{\varepsilon_{m+1}}\left[\sup_{t\in T}\sum_{i=1}^{n}\varepsilon_i(\Psi_{m+1}(t))_i\right].
\end{align*}
Now take expectation over the other signs. Since $T$ is finite, all displayed suprema are maxima over finitely many real-valued random variables, hence measurable and integrable on the finite Rademacher [probability space](/page/Probability%20Space). Therefore conditioning and iterated expectation are legitimate, and we obtain
\begin{align*}
\mathbb E_\varepsilon\left[\sup_{t\in T}\sum_{i=1}^{n}\varepsilon_i(\Psi_m(t))_i\right]
\le
\mathbb E_\varepsilon\left[\sup_{t\in T}\sum_{i=1}^{n}\varepsilon_i(\Psi_{m+1}(t))_i\right].
\end{align*}
Iterating this inequality for $m=0,1,\dots,n-1$ replaces the transformed coordinates one at a time and gives
\begin{align*}
\mathbb E_\varepsilon\left[\sup_{t\in T}\sum_{i=1}^{n}\varepsilon_i\phi_i(t_i)\right]
\le
\mathbb E_\varepsilon\left[\sup_{t\in T}\sum_{i=1}^{n}\varepsilon_i L t_i\right].
\end{align*}
Because $L\ge0$, multiplication by $L$ commutes with the supremum over $T$, so the right-hand side is
\begin{align*}
L\mathbb E_\varepsilon\left[\sup_{t\in T}\sum_{i=1}^{n}\varepsilon_i t_i\right].
\end{align*}[/guided]