Caution: Written while trying to turn some vague confusion I was having into precise questions. A bit long and rambling. An appropriate way to answer may just be to point me toward references.
Let $G$ be a discrete group with identity $e$ and let $H$ be the Hilbert space $\ell^2(G)$. Let $g \mapsto \lambda_g$ and $g \mapsto \rho_g$ be the left and right regular representations of $G$ on $H$. These are determined on the canonical orthonormal basis $(\delta_x)_{x \in G}$ by the formulae: $ \lambda_g \delta_x = \delta_{gx} \\ \rho_g \delta_x = \delta_{xg^{-1}} $ Let $W$ be the set of operators $T \in B(H)$ such that $\rho_x T \delta_x = T \delta_e$ for all $x \in G$. Notice an operator $T \in W$ is completely determined by the vector $T \delta_e$ since the formula $T \delta_x = \rho_x^* T \delta_e$ tells $T$ what to do on an orthonormal basis. In fact, if $\eta = \sum_{x \in G} \eta_x \delta_x$ is any element of $\ell^2(G)$ and $T \in W$ has $T \delta_e = \xi = \sum_{x \in G} \xi_x \delta_x$, then $ T\eta = \sum_{s \in G} \eta_s \rho_s^* \xi = \sum_{s \in G} \eta_s \sum_{t \in G} \xi_t \rho_s^* \delta_t = \sum_{t,s \in G} \xi_t \eta_s \delta_{ts} = \xi * \eta \in \ell^2(G)$ where $\xi * \eta$ is the standard convolution product.
Remark: Concerning the above convolution, when $\xi, \eta \in \ell^2(G)$, we will have $\xi * \eta \in c_0(G)$. It is not generally the case that $\xi * \eta \in \ell^2(G)$.
It is simple to see that each of the identities $\rho_x T \delta_x = T \delta_e, x\in G$ which define $W$ is linear and strongly continuous in $T$. Thus $W$ is strongly closed subspace of $B(H)$.
Question 1: Is $W$ a von Neumann algebra?
Question 2: If $\xi \in \ell^2(G)$ is such that $\xi * \eta \in \ell^2(G)$ for all $\eta \in \ell^2(G)$, does $T \eta = \xi * \eta$ define a bounded operator (which is then in $W$)? Loosely, can $W$ be identified with the set of "convolvers" in $\ell^2(G)$?
To motivate the definition of $W$, note that, if $T \in B(H)$ commutes with the right representation of $G$ on $H$, then $ \rho_x T \delta_x = T \rho_x \rho_x^* \delta_e = T \delta_e$ so $T \in W$. In particular, since the left and right representations commute, $W$ contains the reduced group algebra $C^*_r(G)$ which we can define as the norm closure of the linear span of $\lambda(G)$.
Question 3: Does $W$ equal the strong-operator closure of $C^*_r(G)$?
Question 4: Does $W$ equal the commutant of $\rho(G)$? (it is clearly larger).
Thanks for reading.