This paper describes several system configurations that could lead to very high breaker transient recovery voltage (TRV) and rate of rise of recovery voltage (RRRV) in the presence of phase-shifting transformers, synchronous condensers, and switched capacitor banks. The special considerations involved in determining the most limiting TRV and RRRV are presented. Mitigation measures required for 15kV and 115kV breakers that are applied in the above system configurations are also presented. Simulation results presented are part of a design study carried out for the proposed extension to Granite Station in Vermont.