Ka cika wannan jumla: Daga baya Gillespie ya koma Roma don ya yi karatun digirin digirgir. Yayin da yake can ya jagoranci jerin gwano na cardinal masu zabe a cikin
da conclave wanda ya zaɓi Jorge Mario Bergoglio ya gaji Paparoma Benedict XVI (kuma wanda Gillespie ya yi aiki tare). Gillespie sa'an nan ya yi aiki a matsayin Papal Master of Ceremonies ga sabon shugaban Kirista. Ya taimaka wa Francis a lokacin da ya fara Easter Lahadi Mass a St. Peter's Basilica a ranar 31 ga Maris 2013. Hotunan da aka hada a cikin kafofin watsa labarai na kasa da na duniya sun nuna Gillespie yana tsaye a hannun dama na Paparoma Francis. A baya Gillespie ya jagoranci Masallacin Alhamis mai tsarki a Kwalejin Irish na Pontifical a Rome. Gillespie na daga cikin wakilan Paparoma da ke rakiyar Paparoma Francis a lokacin ziyarar da ya kai Philippines a watan Janairun 2015 kuma ya kasance a lokacin da Paparoma Francis ya ayyana Uwar Teresa a matsayin saint a dandalin St. Peter a watan Satumbar 2016. Ya shiga membobin Colloquium na Anglican da Roman Catholic Canon Lawyers a taron su na Mayu 2017 a Rome, bayan kafa su ta Jami'ar Pontifical na Saint Thomas Aquinas ("Angelicum"), Cibiyar Shari'a da Addini a Jami'ar Cardiff da Kwalejin Koyon Koyon Koyon Jami'ar Duquesne. Ya kuma shiga cikin Taron Iyalai na Duniya na 2018, wanda ya zo daidai da ziyarar Paparoma Francis zuwa Ireland. A lokacin annobar COVID-19, Gillespie ya yarda ya yi bikin Mass na safiya don al'umma a RTÉ Television.