Longtime childhood friend of 20+ years. Keep in touch by text and see in person once a year or so. Both of us now adults with independent lives. She's helped listen to me and navigate some difficult personal moments and one of the few people I trust opening up to. She recently went back to professional school and has been busy this summer so discussions to hang out since May never materialized.
Every time I bring up meeting up with each other in texts she replies back enthusiastically agreeing, I first advise my schedule is open, flexible, and to make easier for her I can travel to near where she is. She replies back saying let's set something up for ___ coming week in ___ month. I then agree and say sure please pick a date and time that fits your work and school schedule and I'm down. Then I never hear back so I just don't follow up.
I message later about something unrelated and they apologize for getting busy, etc. and the discussion restarts and the paragraph above basically repeats itself. They say they're bad at texting or don't use their phone a lot, but when we hang out they're always holding their phone. Every hangout is fine and we've never had any issues in our whole friendship history.
I don't like to be pushy and have this uncomfortable inner feeling people may not want to make plans with me because I'm boring or I'm too pushy for someone they don't see often so I'm not often the assertive one. I just found out she hung out with one of our mutual friends last week which was the same week she last told me she wanted to hang out with me then never messaged me about.
How do I initiate and revisit our last conversation about making plans that just stopped abruptly and restart it without coming off the wrong way? Why do she and others leave my texts not responded to?