1) Send a casual, no-pressure message. 2) Share something interesting or funny that reminded you of them. 3) Ask for their opinion on a topic they're interested in. 4) Send an open-ended question about their recent activities. 5) Share an update about your life. 6) Suggest a specific plan or activity. 7) Reference a positive past conversation or experience. 8) Use current events or holidays as conversation starters. 9) Be honest about missing your conversations. 10) If appropriate, check if everything is okay with them.