Your "roll model" is hurting now and probably a little embarrassed to hear from you. BUT, we are in favor of reaching out in times like these. If your instinct is to contact them, then follow that. Your sincerity and willingness to initiate communication is a great thing.
https://www.inmateaid.com/ask-the-inmate/currently-i-have-a-roll-model-that-is-facing-a-few-months-in-jail-and-i-wondered-if-it-would-be-a-appropriate-or-not-to-send-a-letter-or-if-they-would-find-it-odd-what-do-you-think-i-should-do#answer
Accepted Answer Date Created: February 10,2017