Writing about personal experiences can improve well-being, but for family caregivers, fixed or user-initiated schedules often miss the right moments. Drawing on Construal Level Theory, we conducted a three-week field study with 47 caregivers using a chatbot that delivered daily reflective writing prompts and captured temporal, spatial, and social contexts. We collected 958 writing entries, resulting in 5,412 coded segments. Our Analysis revealed two reflective modes. Under proximal conditions, participants produced detailed, emotion-rich, and care recipient-focused narratives that supported emotional release. Under distal conditions, they generated calmer, self-focused, and analytic accounts that enabled objective reflection and cognitive reappraisal. Participants described trade-offs: proximity preserved vivid detail but limited objectivity, while distance enabled analysis but risked memory loss. This work contributes empirical evidence of how psychological distances shape reflective writing and proposes design implications for distance-aware Just-in-Time Adaptive Interventions for family caregivers' mental health support.
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