A case report describing a patient with a temporal association of recurrent ITP following 2 different brands of COVID-19 mRNA vaccines and high dose influenza vaccine in a patient with a known history of ITP. Case Description: We present a 67-year-old female with a known history of stable ITP who presented for evaluation of acute drop in platelets following vaccination with her first mRNA COVID-19 monovalent booster. She was hospitalized due to bleeding risk and her platelets recovered following aggressive therapy. Patient had two subsequent drops in her platelet count after a different brand of mRNA COVID-19 monovalent booster vaccine as well as her first high dose influenza vaccine which, both with spontaneous resolution. Patient previously tolerated the primary mRNA COVID-19 monovalent vaccine series and standard dose influenza vaccines. She tolerated her third mRNA COVID-19 booster without complications. Ultimately, recommendations were made to administer immunizations individually, separate future COVID-19 vaccine doses by 6 months, use previously tolerated brands of influenza vaccine, and to monitor platelet counts before and after subsequent vaccines.