How Claude Helps Me Manage My Calendar (but ChatGPT Stumbles!)

calendar-managementics-filesclaudechatgptproductivityprompt-engineering

Abstraction: Claude processes ICS calendar files reliably where ChatGPT fails context limits

Key points:

Workflow: export ICS from Google Calendar, upload to Claude, request analysis and modifications, download generated ICS, re-import into calendar app
Claude (free tier) handles large ICS files without hallucinating events or losing the prompt instructions
ChatGPT free hallucinated events when given ICS as attachment; refused copy-pasted text that exceeded message length limit
GPT-4o (Plus) accepted full ICS text but forgot prompt instructions when the file was too large, likely hitting context window limits
OpenAI's o1/o1-mini worked but are rate-limited to 50 messages per week
ICS import only adds new events; deleting old events requires deleting the calendar and re-importing

Connections: Claude · Chatgpt · Anthropic · Openai · Prompt Engineering · Context Window