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Copy pathQuestionsToAnswerforWorkflow
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Pass 1: per-role inventory
Answer in bullets, one line each. Skip what doesn't apply.
Master's student (UMES)
1. What are your recurring weekly tasks (coursework, thesis, advisor check-ins, readings)?
2. What deadlines are hanging over you in the next 30 days?
3. Who emails or messages you, from where (Canvas, advisor, department)?
4. Which decisions absolutely need your judgment vs which are copy-paste admin?
5. Where does your research material live (Obsidian, Zotero, Google Drive, scattered)?
Residence Life (staff)
6. What do you actually do day to day (rounds, incident reports, resident issues, staff meetings)?
7. What forms, reports, or templates do you fill repeatedly?
8. What's the inbound channel for resident requests (email, in-person, WhatsApp, a portal)?
9. What's the "only a human" part of this role (pastoral care, crisis response, disciplinary calls)?
10. Any FERPA or institutional constraints I must respect (student data cannot leave certain systems)?
Bible Study Fellowship (president)
11. What are the recurring touchpoints (weekly meetings, prayer list, announcements, event planning)?
12. Who do you coordinate with (exec team, speakers, members)?
13. What content do you produce (agendas, devotionals, messages)?
14. Where does the member list and comms history live (WhatsApp, GroupMe, email, spreadsheet)?
15. What part of this role is sacred and must stay personal (prayer, counseling, direct spiritual leadership)?
Cross-role
16. Which of the three is currently the biggest time sink?
17. What's the single task that, if it disappeared tomorrow, would change your week the most?
18. What do you want your 6pm to look like in two weeks?
Pass 2: per-layer (the framework)
Layer 1: Fundamentals
19. Are you okay treating yourself as the first production client, meaning real automation, real failures, real
recovery?
Layer 2: Data
20. Which knowledge bases do you need the system to search on your behalf (UMES handbook, Res Life SOP, past sermons,
thesis literature)?
21. What's in your head that needs to come out into writing before any agent can help (SOPs, templates, the "way I do
X")?
22. Who owns your data today (UMES IT, personal Google, Obsidian local)?
Layer 3: Intelligence
23. Do you want one unified assistant that speaks as "you" across all three roles, or three specialized agents with
different voices?
24. What's your voice (examples of messages you've sent that sound right)?
25. What must an agent NEVER do unsupervised (send to your thesis advisor, approve a resident incident, post to the BSF
group)?
Layer 4: Models & Providers
26. Comfortable using cloud models (Claude via OpenRouter) for drafts, with local Ollama for sensitive stuff, or
strictly local-only for certain categories?
27. What's your monthly budget ceiling you're willing to burn on cloud inference for yourself?
Layer 5: Infrastructure & Connectivity
28. Which inboxes should the system read and draft against (umes.edu school, personal Gmail, Res Life shared)?
29. Which calendars (school, personal, BSF)?
30. Which messaging apps (WhatsApp, Telegram, GroupMe, SMS)?
31. Is there anything you will NOT let automation touch (advisor email thread, specific people, specific channels)?
Layer 6: Agents & Automation
32. Preferred review pattern: agent drafts everything and you approve, or agent acts autonomously on low-stakes items
and escalates high-stakes?
33. What counts as low stakes (group reminders, meeting scheduling) vs high stakes (advisor responses, pastoral
messages, disciplinary replies)?
Layer 7: No-Code Builder
34. Do you want to build and edit your own automations in n8n, or should I hand you finished workflows you just toggle
on?
Layer 8: Business Layer (personal economics)
35. How do you want to measure success: hours reclaimed per week, count of messages drafted, response-time improvement,
fewer dropped balls?
36. What's the cost of a miss in each role (late reply to advisor vs missed prayer request vs Res Life SLA breach)?
One-night scope
You said one night to turn it around. That forces ruthless priorities.
37. If I can ship exactly three automations tonight, which three would you pick? (Examples: "draft every Res Life email
I need to respond to", "summarize every class lecture recording and file it in Obsidian", "auto-draft BSF weekly
announcement from my notes")
38. What's the blast radius you'll accept tonight: drafts only into a review folder, or some allowed to auto-send to
low-stakes recipients?
39. What's your go/no-go at midnight: a specific thing that has to be working by then for you to call this a win?
Pick the ones with clear answers and throw the ambiguous ones back at me; I will propose defaults for the rest.