Marina Granovskaia is expected to follow suit after Bruce Buck decided to step down as chairman.
Bruce Buck worked at Chelsea for nearly 20 years and has been given an advisory role at the Chelsea board.
Todd Boehly is expected to step in as the chairman by the end of this month.
Director Marina Granovskaia is also expected to depart Stamford Bridge and has led a significant number of crucial transfers in recent years.
Chelsea are yet to comment on Granovskaia’s position and she could see out the rest of the transfer window before making a decision on her future.
“I am proud to have helped Chelsea realise great success on the pitch and make a positive impact in the community,” said Buck.
“Now is the right time to step down and let new ownership build on the strong foundations we have in place.
“The owners have a compelling vision for Chelsea’s future, and I look forward to helping them achieve it in this new role alongside our incredible staff, players, coaches and supporters.”