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Some people do better in person, because they can see and read body language and such. Ask him if he’d feel better inquiring in person. As the previous commenter said, it’s important to ask him what he feels is keeping him from inquiring about job openings, and then work from there. Does the community based manager he works with understand ADHD? If not, it might be really beneficial to find someone that helps with employment for folks with disabilities.
ADDitude Community Moderator, Parenting ADHD Trainer & Author, Mom to teen w/ ADHD, LDs, and autism