📖 What Gilbert Can Do

Gilbert AI — Master Dylan's personal assistant. Text it at +1 (310) 290-3636, or use the tools at gilberthq.com. Just ask in plain English; below are the main things it handles and example phrasings.

Messaging & Reminders

• Text anyone in your contacts — "text Mom I'll be late", "let Gabby know I'm running 10 behind"
• Schedule texts for later — "text Mom happy birthday tomorrow 9am"
• Remind you — "remind me Friday noon to call the dentist"
• See / cancel what's scheduled — "what's scheduled?", "cancel the mom text"
• Introduce itself to someone — "introduce yourself to Gabby"

Calendar

• Read your schedule — "what's on my calendar this week?"
• Check for conflicts and add events — "add dinner with Mom Saturday 6–8pm"
• Writes go to your dedicated "Gilbert AI" calendar (syncs to your iPhone)

Email

• Send email on your behalf — "email Aunt Rachel happy birthday" (asks greeting / intro / sign-off first)
• Check your assistant inbox — "check your email"

gilberthq.com — your command center

• Hub of all your tools, with a slide-up dock + tappable widgets
• Tools: Gilbert Chat, Gilbert Quill (beta, invite-only: rewrites an AI-assisted draft in a human voice and flags claims to check), Fantasy, WriteOwl, Prompt Library, The Book, Watchtower, Gilbert the Trader, 3D Printing, and Downloads
• Gilbert Chat (gilberthq.com/chat): open to anyone. A chatbot running on a small AI model on the Mac itself, no internet, replies stream in live, rate-limited per visitor
• Gilbert Chat, signed in with the chat password: saved chats (kept in your own browser) plus Law mode — answers drawn only from the captured text of the California Code of Civil Procedure (Part 2 civil actions, plus the Civil Discovery Act) and the Arizona Rules of Civil Procedure, with every quotation checked word for word against the source and the source text shown alongside. Not legal advice
• The Vault: private password-gated zone for things you don't want shared
• Gilbert Plod (in the Vault): record or upload a voice memo — transcribed locally (whisper.cpp), summarized by Claude, saved as a note in the Brain, then chat with Gilbert about that recording
• GilbertHQ Edits: a log of every change made to the site

Event RSVPs

• Set up an event at gilberthq.com/vault/events: paste the signup Google Sheet (shared with [email protected] as Editor), write the confirmation text, press send
• Gilbert texts everyone on the sheet, reads replies (1 confirms, 2 removes, with an "are you sure" first), and marks each person in the sheet and on the page
• Reminders go out 6 and 24 hours later to anyone silent, only between 9am and 10pm; at the 24 hour mark the organizer gets the list of who has not answered
• Texts to Android phones are checked and resent as SMS when iMessage does not go through
• New signups show up as "Not yet texted" with their own send button; nothing goes out without a tap
• Other organizers get a private link to their own events, with permissions you set; their sends can require your OK by text ("go 1234")
• By text: "how is the basketball RSVP going?", "who hasn't answered?", "send the basketball confirmations" (Gilbert shows the count and message first), "pause the event texts"

Fantasy Football

• AI trade analyzer, start/sit calls, and waiver targets — on live NFL data
• "should I trade Bijan for CeeDee?", "start/sit Waddle vs Addison this week", "waiver targets at RB"
• Keeps your roster "brain" current — "dropped Gibbs, added Pacheco", "my roster is …"

Sports Betting

• Picks for NFL / NBA / MLB / UFC / Soccer (incl. World Cup) — spreads, moneylines, totals, props, parlays
• "get me NBA picks", "UFC picks for Saturday", "World Cup picks today"
• Morning picks text (8:30am) auto-covers in-season sports + soccer daily
• Tracks every pick's record — W/L, ROI, CLV — "what's my betting record?" (see The Book)

Daily Briefing

• A morning email brief (news, events, AI updates) + a Sunday weekly digest
• Tune it — "add @handle to my briefing", "drop the stocks section", "what's in my briefing?"

Anything Monitor

• Watch any product or page for restocks, price drops, or changes
• "watch this for restock: <link>", "tell me if this drops under $200: <link>", "what am I watching?"
• UCLA class seats — "watch History 94 dis 1A and 1B" → texts you when a lecture or discussion gets a seat or waitlist room (checked every 3 min; alert only, you enroll on MyUCLA)
• "is there space in Math 31A dis 4A?" → live seat counts from the public Schedule of Classes

Law Library (study seats)

• Check seats — "law library availability" → Early / Afternoon / Evening, X/15 open (Early 9–12:30, Afternoon 12:30–3:30, Evening 3:30–6:30)
• Book — "book evening" (or early/afternoon) reserves under your info; "book for me and ___" books a 2nd for someone else
• Schedule — "schedule an evening seat for tomorrow" → auto-books at ~2 AM that morning (slots open 11:59pm the night before)

People & Access

• Look up contacts, whitelist guests to text Gilbert, manage who gets your morning picks
• Switch which AI model Gilbert runs on

After a Reboot or Mac Update

• Everything turns itself back on once you log all the way into the Mac — texting Gilbert, gilberthq.com, picks, briefings, and the trader are background services that auto-restart on login
• They do NOT run at the lock / login screen — log in fully and give it ~30 seconds
• Confirm it's back — text /ping (expect 🟢 Online) and /status for a full health report, or open gilberthq.com
• The only thing that won't reappear is an open Terminal chat with Claude — reopen Terminal and run claude --continue to pick the conversation back up
• A reboot does NOT log Gilbert out of Claude. If /ping works but picks or briefings fail afterward, the Claude login expired on its own — run /login on the Mac (Gilbert also texts you at 6am / 6pm if it ever detects this)

Anything Else

• Web search & deep research, draft & build things, run your automations on demand — just ask.