Hi Wetwindyweekend, this really resonated — especially the part about him dismissing the big, formal-sounding ideas. If he loves word games and his iPad, and you live overseas, I would keep it small, playful and finite, and never present it as a big life-story project at all.
One idea that often works in exactly this situation is a 12-photo, 12-week project. You pick 12 photos together — or he picks them on his iPad, one at a time, with no pressure to get them in any order. Then, once a week, you send him just one small question about that week's photo, from overseas, by message or email. Not a list, not homework, just one question.
Keep the questions word-game friendly and light, for example: What word would you use to describe the day this photo was taken? What was the first thing you remember eating or hearing that day? Who in the photo would win at Countdown, and why? He can answer in his own way, and a one-minute voice answer on his iPad is plenty — often the voice, with its pauses and laughter, is the part families treasure most later.
The key, I think, is the clear end: tell him from the start that it is 12 photos and 12 weeks, and then it stops. That finite shape is very different from an open-ended project that feels like it will never be finished, and it gives him something to look forward to each week without it taking over his days at home.
At the end you will have 12 photos, 12 short answers and 12 little voice clips, all tied to dates and places he chose. You can simply keep them together in a folder, or print the photos with one line under each one. Nothing needs to be polished, and nothing needs to be called anything grand — it can just be your weekly photo chat, with a definite finish.
If a week is busy, skip it and carry on the next week. The point is a small, enjoyable thing to look forward to, in his own home, at his own pace, with you involved from overseas without it feeling like a chore for either of you. I hope you find a version of this that suits him.