Abstract: A drainage system includes a pool fitting, a longitudinal member, and a backing member. The pool fitting is configured to be positioned between an edge of the pool and a first edge of a gutter. The pool fitting includes a support member and an alternating drain structure. The longitudinal member is coupled to the alternating drain structure and has a first sidewall and an opposing second sidewall. The first sidewall of the longitudinal member and the support member define a cavity therebetween. The backing member is configured to be positioned proximate an opposing second side of the gutter. At least one of the alternating drain structure, the longitudinal member, and the backing member are configured to align a gutter cover over the gutter at a target slope.