Active Development

Personal Operating System

A living intelligence layer that wraps around every domain of your life — work, health, finances, coaching — and orchestrates them the way a world-class chief of staff would. Evolved by Tim Noakesmith, inspired by people smarter than him, mostly growing in Claude Code.

7
Live Features
14
Commands
6
Skills
8
Integrations
01Project Overview
Overall Progress35%
Feb 18Email & Calendar Intelligence
  • +Gmail MCP — search, read, send, and manage emails natively from any session
  • +Google Calendar MCP — time-aware kickoffs with direct calendar access
  • +MCP reliability — packages globally installed, config auto-documented for every session
  • +Daily AI learning time — 30 min non-negotiable built into every plan
  • +Living daily plan — HTML dashboard updates in real-time as the day shifts
  • +Deadline scanning — kickoffs read every project and flag deadlines within 7 days
  • +Operational patterns — reflections track schedule drift and evolve against it
  • +Relationship tracking — actionable follow-through items surfaced in ceremonies
  • +/buffer-mode — rapid-fire task knockoff with shortest-first queue and "next?" loop
  • +Session prep workflow — Claude reads context and drafts shareable agendas before recurring sessions
  • +Curated AI reading list on getting-started page
Feb 17Dashboard & Open Source
  • +Product dashboard live at pepperpotts.co
  • +Getting started guide for newcomers
  • +Open source GitHub repository
  • +Logo and brand identity
Feb 17Pepper Potts Backend
  • +Email webhook ported with filename dedup fix
  • +Vercel deployment with custom domain
  • +Postmark inbound email processing
Feb 11Coach Integration
  • +Coach Tools API integration (X-Coach-Secret auth)
  • +Coaching actions surfaced in daily kickoff
  • +Action completion directly from vault ceremonies
Feb 6Ceremonies & Research
  • +/daily-kickoff — state check, work landscape, intentions
  • +/daily-reflection — progress accounting, tomorrow's seed
  • +/weekly-review — close the week, clear the deck
  • +/thinking-partner — collaborative exploration
  • +/research-assistant — deep dive across vault
Jan 30Foundation
  • +Claudesidian fork — /inbox-processor, /process-conversations, /wrap-up, /de-ai-ify, and more
  • +PARA folder structure (Projects, Areas, Resources, Archive)
  • +Obsidian vault setup with obsidian-git sync
  • +Email → Vault pipeline via Postmark

Not Yet Built

  • Pindari financial pulse — cash position, revenue trend in kickoff
  • Client prep briefs — auto-generated session prep from all sources
  • Pattern detection — recurring themes and energy patterns across daily notes
  • Health data — Apple Watch / Oura Ring data flowing into kickoff
  • Voice captures — Siri captures auto-processed and filed
  • Mobile webhooks — trigger workflows from phone via Apple Shortcuts
02Backstory

I heard Noah Brier on a podcast talking about using Claude Code with Obsidian. He'd built an open source starter kit called Claudesidian — a pre-configured vault template designed to be driven by AI. That was the spark.

I started with Noah's template and quickly realized this could be something much bigger. Not just a note-taking setup, but a full personal operating system — one that manages my coaching business, tracks my finances, processes my emails, and runs my daily ceremonies. All through conversation with Claude.

Pepper Potts is what emerged. I'm still building it — a little each week, always in service of the actual work, not as a project for its own sake.

03My Vision

I want an intelligence layer that wraps around every domain of my life — coaching, finances, health, relationships, creativity, logistics — and orchestrates them the way a world-class chief of staff would. Structure that feels like liberation, not control.

The morning kickoff already shapes my day. The evening reflection captures what happened. The weekly review closes open loops. Email forwarding means important messages land in my vault without me lifting a finger. And it's all connected — coaching actions, financial data, project status — surfaced exactly when I need it.

Eventually, I want health data flowing in (HRV, sleep), calendar integration for time-aware decisions, pattern detection that notices recurring themes across weeks of notes, and client prep briefs generated automatically before every coaching session.

“Structure as liberation”

Direction with flow, not rigid control. When you wake up, the day is already shaped — not rigidly, but the way a river is shaped by its banks.

Automate or it dies

If it requires sustained manual discipline, it will fail within 14 days. Every workflow must be automated at the point of capture, not maintained by willpower.

Dialogue over dashboards

Interactive conversations beat passive information displays. The system talks with you, not at you. Questions before solutions, always.

The system serves the life

Built in service of actual work, not as a project for its own sake. If it doesn't make the day better, it gets cut. No feature worship.

04How I Actually Use This

I open my laptop in the morning, fire up the terminal, and type /daily-kickoff. Claude reads my daily note, checks my coaching actions, pulls in any forwarded emails that arrived overnight, and asks me: “What are your three wins for today?” We have a quick conversation and I'm locked in for the day in about five minutes.

During the day, I can say “check my email for updates on X” and Claude searches my Gmail directly, reads the threads, and gives me the full picture. Important emails get forwarded to my vault automatically. When I need to research something, Claude searches across my entire vault — hundreds of notes, meeting transcripts, project docs — and synthesizes what it finds.

Between coaching calls, I have buffer blocks — 30-minute windows for knocking off small tasks. I ask Claude “what's in my buffer?” and it pulls up the running list. I pick a few things, knock them out, move on.

In the evening, I run /daily-reflection. Claude walks me through what I actually did versus what I intended, captures the key insights, and plants a seed for tomorrow.

The magic isn't any one feature. It's that everything talks to everything. My coaching actions show up in my morning kickoff. My forwarded emails land in the right place. My weekly review catches things I would have dropped. The system holds what my brain can't.

05Current Features

Daily Ceremonies

Daily Kickoff/daily-kickoff
Morning ceremony — state check, work landscape, intentions. ~5 minutes.
Daily Reflection/daily-reflection
Evening wind-down — progress vs plan, insights, tomorrow's seed.
Weekly Review/weekly-review
Sunday ritual — close the week, clear open loops, set up next week.
Wrap Up/wrap-up
End-of-session — commits changes, pushes to remote, closes out.

Thinking & Research

Thinking Partner/thinking-partner
Collaborative exploration — asks questions, resists jumping to solutions.
Research Assistant/research-assistant
Deep research across your entire vault — connections, contradictions, gaps.
Process Conversations/process-conversations
Extracts insights, actions, and themes from conversation transcripts.

Integrations

Gmail MCP
Read, search, send emails natively from any session.
Google Calendar MCP
Time-aware kickoffs with direct calendar access.
Email → Vault
Forward emails to your Postmark address, they appear as vault notes.
Coach Tools
Coaching actions surfaced in kickoff, mark done from ceremony.
Voice Captures
Siri captures land in inbox, processed during kickoff.

Utilities

De-AI-ify/de-ai-ify
Strips AI writing patterns — makes AI-assisted text sound like you.
Buffer Mode/buffer-mode
Rapid-fire task knockoff with shortest-first queue.
Inbox Processor/inbox-processor
Categorize inbox items into PARA destinations.
06What’s Next
V1 — Foundation

Ceremonies & Intelligence

Claudesidian fork, PARA setup, daily kickoff & reflection, weekly review, thinking partner, research assistant, email → vault pipeline, Coach Tools integration. Done.

V2 — Integrations

Connected Intelligence

Gmail and Google Calendar MCP integrations live. Operational pattern tracking active. Next: Pindari financial pulse in kickoff, client prep briefs from all sources, pattern detection across daily notes.

V3 — Ambient

Always-On Intelligence

Health data from Apple Watch / Oura Ring, voice captures via Siri, mobile webhooks via Apple Shortcuts, predictive scheduling, cross-domain pattern recognition.

07Architecture

Ecosystem

BrainObsidian vault
PipesPepper Potts backend
CoachingCoach Tools
MoneyPindari
GlueClaude Code

Tech Stack

VaultObsidian
BackendNext.js 14
HostingVercel
EmailPostmark
AIAnthropic Claude
SyncGitHub + obsidian-git

Daily Workflows

MorningDaily kickoff — state, landscape, intentions
DuringThinking partner, research, email capture
EveningDaily reflection — progress, tomorrow's seed
FridayWeekly review — close, clear, set up

Data Flow

Email inPostmark → Vercel → GitHub → vault
GmailGmail MCP → read, search, send natively
CalendarGoogle Calendar MCP → events, scheduling
Vault syncobsidian-git auto pull/push
Coach dataCoach Tools API → kickoff ceremony
Commands.claude/commands/ → Claude Code

Organization Method

Everything in the vault is organized using Tiago Forte's PARA method — Projects, Areas, Resources, Archive. It gives every note a clear home based on actionability, not topic.

Projects
Time-bound initiatives with clear outcomes
Areas
Ongoing responsibilities without end dates
Resources
Topics of interest for future reference
Archive
Completed or inactive items
08Product Backlog

Next UpNext

FeaturePindari financial pulse — cash position, revenue trend, overdue invoices surfaced in daily kickoff
DoneGmail & Google Calendar — native email access and time-aware kickoffs via MCP integrations. Shipped Feb 18.

PlannedPlanned

FeatureClient prep briefs — auto-generated coaching session prep from Coach Tools + vault + calendar
FeaturePattern detection — scan daily notes for recurring themes, energy patterns, and behavioral trends
FeatureCross-project intelligence — coach, financial, and personal data synthesized in one view

IdeasFuture

IdeaHealth data — Apple Watch / Oura Ring data flowing into kickoff for energy-aware scheduling
IdeaVoice captures — Siri quick-capture auto-processed, tagged, and filed into vault
IdeaMobile webhooks — trigger any workflow from your phone via Apple Shortcuts
IdeaPredictive scheduling — AI suggests optimal times for deep work, meetings, admin based on patterns