Guys, How to make him talk about himself?

My bestie's brother and I like each other but never came out. the prob is he's a confident shy mysterious guy, he rarely shares smthng about himself, ik everything just from his sis. he lives abroad so we use snapchat, we just send snaps to each other, if he's in trouble that mybe i can help in , he would ask his sis not me (he tells everything to her , like he's shy about going on a date) how can i make him trust me to share his day and mybe even call me to ask

Guys, How to make him talk about himself?
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