A sealing assembly having a housing having a main cavity, a sealing unit configured to receive a rotatable shaft, and at least a first sealing element, and a second sealing element positioned uphole with respect to the first sealing element along the longitudinal axis. The sealing assembly includes a first valve carried by the housing and coupled to the first sealing element and the main cavity, and configured to open at a first pressure level. The sealing assembly further includes a second valve coupled to the second sealing element and the main cavity, and configured to open at a second pressure level higher than the first pressure level. The sealing assembly is configured such that pressure is distributed across the first and second sealing elements sequentially.