At the time a member of Moscow Spartak in the KHL, the Rangers selected him with high hopes for the future. The next season Shesterkin became a member of the St. Petersburg SKA team where he only played a handful of games in his first 2 seasons, but in the 2016-17 season he became the teams starter and absolutely shot out of a rocket!
After the 18-19 season, Shesterkin make his trek over to North America where he began his season with the Hartford Wolf Pack. Normally some goalies have an adjustment period, where they leave the style of the North American game, but not Shesterkin, right out of the gate he played great for the Wolf Pack, going 17-4-3 with a .934SV% and 1.90 GAA during his time in the AHL.