Infinity local systems have been defined and studied by various people. For instance, Lurie gives the following definition in some notes Algebraic K-theory and Manifold Topology, notes for course Math 281
Let $X$ be a topological space and $\mathcal{C}$ be an $\infty$-category. A local system on $X$ with values in $\mathcal{C}$ is a map of simplicial sets,
$$Sing(X)\to \mathcal{C}.$$
The collection of all local systems on $X$ with values in $\mathcal{C}$ then gives an $\infty$-category, $Fun(Sing(X),\mathcal{C})$.
Of course, this requires some background reading on $\infty$-categories. It is also easy to generalise this by replacing the $\infty$-groupoid, $Sing(X)$ by that of smooth singular simplices or a triangulation of $X$. There is some interesting material also in The higher Riemann-Hilbert correspondence and principal 2-bundles by Camilo Arias Abad and Sebastian Velez Vasquez, and A Riemann–Hilbert correspondence for infinity local systems by
Jonathan Block and Aaron M. Smith (which is on the ArXiv).
There are ways of extending these topological constructions to an algebraic geometry setting, but I do not have the precise references with me.
Elsewhere a link with constructible sheaves, etc, has been explored following ideas on stratified spaces following ideas of Treumann, Exit paths and constructible stacks. Compos. Math. 145 (2009), no. 6, 1504–1532. That also leads to other very interesting constructions and generalisations, but I will not try to explain them here, unless that is of interest to someone as it does seem a bit further from the Alg. Geom context.