File formats - ollim-bot

YAML frontmatter specs for routines, reminders, webhooks, and skills, plus JSON/JSONL schemas for all state files. All persistent data in ollim-bot lives under ~/.ollim-bot/ as flat files. There are two families of formats: markdown files with YAML frontmatter (routines, reminders, webhooks, skills) and JSON/JSONL files (sessions, pending updates, inquiries, ping budget). The data directory is a git repository — most writes are auto-committed.

Markdown files (YAML frontmatter)

Routines, reminders, and webhooks share a common file structure: YAML frontmatter delimited by ---, followed by a markdown body. Fields that match their default value are omitted from the YAML when serialized.

Routines

Stored in ~/.ollim-bot/routines/*.md. Filenames are auto-generated slugs based on the message body.

Field	Type	Default	Description
`id`	`str`	auto-generated	8-character hex UUID (`uuid4().hex[:8]`)
`cron`	`str`	—	Cron expression (5-field standard format)
`description`	`str`	`""`	Human-readable description
`background`	`bool`	`false`	Run as background fork
`model`	`str \| null`	`null`	Model override (`"opus"`, `"sonnet"`, `"haiku"`)
`thinking`	`bool`	`true`	Enable extended thinking
`isolated`	`bool`	`false`	Run in isolated session (no conversation history)
`update-main-session`	`str`	`"on_ping"`	When to report: `always`, `on_ping`, `freely`, `blocked`
`allow-ping`	`bool`	`true`	Allow `ping_user` and `discord_embed` tools
`allowed-tools`	`list[str] \| null`	`null`	Additional tools merged with default background tools
`skills`	`list[str] \| null`	`null`	Skill names to load at fire time (e.g., `[ux-principles, async-principles]`)
`subagent`	`str \| null`	`null`	Subagent to delegate the core task to at fire time

The markdown body after the closing --- becomes the routine’s task message.

routines/nightly-sleep-review.md

---
id: "eb56e06b"
cron: "0 22 * * *"
description: "10 PM daily -- read sleep data"
background: true
---
Review tonight's sleep data and prepare a brief summary.
Check the sleep tracker for any anomalies.

Every background fork always receives the default tools — help, tasks CLI, and read-only file tools (Read, Glob, Grep scoped to ./**.md). Discord tools are controlled separately by allow-ping and update-main-session. When allowed-tools is set, your tools are merged in on top of these defaults. See Tool restrictions for details.

Reminders

Stored in ~/.ollim-bot/reminders/*.md. Same slug-based filenames as routines.

Field	Type	Default	Description
`id`	`str`	auto-generated	8-character hex UUID
`run-at`	`str`	—	ISO 8601 datetime with timezone (e.g., `2026-02-24T15:30:00-08:00`)
`description`	`str`	`""`	Human-readable description
`background`	`bool`	`true`	Run as background fork
`chain-depth`	`int`	`0`	Current position in a follow-up chain (0 = root)
`max-chain`	`int`	`0`	Maximum chain depth (0 = no chaining)
`chain-parent`	`str \| null`	`null`	ID of chain root (auto-set to own `id` when `max-chain > 0`)
`model`	`str \| null`	`null`	Model override
`thinking`	`bool`	`true`	Enable extended thinking
`isolated`	`bool`	`false`	Run in isolated session
`update-main-session`	`str`	`"on_ping"`	When to report: `always`, `on_ping`, `freely`, `blocked`
`allow-ping`	`bool`	`true`	Allow `ping_user` and `discord_embed` tools
`allowed-tools`	`list[str] \| null`	`null`	Additional tools merged with default background tools
`skills`	`list[str] \| null`	`null`	Skill names to load at fire time (e.g., `[ux-principles, async-principles]`)
`subagent`	`str \| null`	`null`	Subagent to delegate the core task to at fire time

reminders/pick-up-groceries.md

---
id: "a1b2c3d4"
run-at: "2026-02-24T18:30:00-08:00"
---
Pick up groceries on the way home.

Chained reminder example:

reminders/follow-up-on-project.md

---
id: "f5e6d7c8"
run-at: "2026-02-24T20:00:00-08:00"
max-chain: 2
chain-parent: "f5e6d7c8"
description: "Project follow-up"
---
Follow up on project timeline. Check if deadlines have been updated.

Webhooks

Stored in ~/.ollim-bot/webhooks/*.md. Same slug-based filenames.

Field	Type	Default	Description
`id`	`str`	—	Webhook identifier (used in endpoint URL: `POST /hook/{id}`)
`fields`	`dict`	—	JSON Schema (Draft 7) defining the expected payload
`isolated`	`bool`	`false`	Run in isolated session
`model`	`str \| null`	`null`	Model override
`thinking`	`bool`	`true`	Enable extended thinking
`allow-ping`	`bool`	`true`	Allow notification tools
`update-main-session`	`str`	`"on_ping"`	When to report: `always`, `on_ping`, `freely`, `blocked`
`allowed-tools`	`list[str] \| null`	`null`	Additional tools merged with default background tools
`skills`	`list[str] \| null`	`null`	Skill names to load at fire time
`subagent`	`str \| null`	`null`	Subagent to delegate the core task to at fire time

The markdown body is a template — {field_name} placeholders are replaced with payload values at dispatch time.

webhooks/ci-for-repo-status.md

---
id: "ci"
isolated: true
model: "haiku"
fields:
  type: object
  required:
    - repo
    - status
  properties:
    repo:
      type: string
      maxLength: 200
    status:
      type: string
      enum: [success, failure]
  additionalProperties: false
---
CI for {repo}: {status}. Review the build logs and take any necessary action.

String properties in the fields schema that lack an explicit maxLength automatically get a default limit of 500 characters. The total payload size is capped at 10 KB, with a maximum of 20 properties.

Skills

Stored in ~/.ollim-bot/skills/<name>/SKILL.md. Each skill is a directory containing a single SKILL.md file.

Field	Type	Default	Description
`name`	`str`	—	Skill name (lowercase with hyphens, matches directory name)
`description`	`str`	—	What the skill does and when to use it
`allowed-tools`	`list[str] \| null`	`null`	Tool dependencies merged into the host job’s allowed tools

The markdown body contains the skill’s instructions. It can include dynamic context markers using the !`command` syntax — shell commands expanded to their output at load time.

skills/ux-principles/SKILL.md

---
name: "ux-principles"
description: "User-facing design principles for notifications, proactive outreach, and bot responses"
---
When designing user-facing features, follow these principles:

1. Surface errors clearly — the user should never wonder what happened.
2. Prefer report_updates over pinging when the information isn't time-sensitive.

Dynamic context markers (!`command`) have a 10-second per-command timeout and a 30-second total cap. Each command’s output is truncated to 2000 characters. See Dynamic context injection for the full expansion rules.

Tool policy (`tool-policy.yaml`)

Stored at ~/.ollim-bot/tool-policy.yaml. An optional YAML file that lets you extend or override the default tool sets without editing source code.

Key	Type	Description
`main_session.additional_allowed`	`list[str]`	Extra tool patterns merged into the main session’s `allowed_tools`
`bg_forks.additional_allowed`	`list[str]`	Extra tool patterns merged into the default background fork tools
`bg_forks.override`	`list[str]`	Completely replaces the default background fork tools (takes precedence over `additional_allowed`)

The file is loaded with mtime-based caching — changes take effect without a restart.

tool-policy.yaml

main_session:
  additional_allowed:
    - "Bash(git status)"
bg_forks:
  additional_allowed:
    - "Bash(ollim-bot cal *)"

If bg_forks.override is set, it completely replaces the default background tools — use with care. The additional_allowed key is safer for most use cases.

Shared markdown conventions

These rules apply to routines, reminders, and webhooks. Skills use a directory-based structure (skills/<name>/SKILL.md) instead of slug-generated filenames, but share the same atomic write and git conventions.

Behavior	Details
Slug generation	Lowercase, replace non-alphanumeric characters with `-`, max 50 characters, strip trailing `-`
Collision handling	Same `id` overwrites the file; different `id` appends `-2`, `-3`, etc.
Atomic writes	Writes are atomic — partial writes never corrupt files
Default omission	Only non-default fields appear in YAML frontmatter
String serialization	Double-quoted: `key: "value"`
Boolean serialization	Lowercase: `key: true`
List serialization	YAML block format with quoted string items
Parsing	Unknown YAML keys are silently skipped (forward-compatible)
Git integration	Each write auto-commits with a message like `"add routine eb56e06b"`

JSON and JSONL files

Session history (`session_history.jsonl`)

Append-only JSONL log of session lifecycle events.

Field	Type	Description
`session_id`	`str`	Session identifier
`event`	`str`	Event type (see below)
`timestamp`	`str`	ISO datetime in the configured timezone
`parent_session_id`	`str \| null`	Parent session for forks and compactions

Event types:

Event	Description
`created`	New session created
`compacted`	Session ID changed due to context compaction
`swapped`	Fork promoted to main session
`cleared`	Session cleared via `/clear`
`interactive_fork`	Interactive fork created
`bg_fork`	Background fork created
`isolated_bg`	Isolated background fork created
`restarting`	Bot is restarting (recorded before exit)

session_history.jsonl

{"session_id": "sess_abc", "event": "created",
  "timestamp": "2026-02-24T14:30:45-08:00", "parent_session_id": null}
{"session_id": "sess_def", "event": "bg_fork",
  "timestamp": "2026-02-24T15:00:00-08:00", "parent_session_id": "sess_abc"}

Current session (`sessions.json`)

Plain text file containing the current session ID. Despite the .json extension, it is not JSON — it contains only the raw session ID string.

Fork messages (`fork_messages.json`)

JSON array tracking Discord messages associated with active forks.

Field	Type	Description
`message_id`	`int`	Discord message ID
`fork_session_id`	`str`	Session ID of the fork
`parent_session_id`	`str \| null`	Parent session ID
`ts`	`float`	Unix timestamp (for TTL enforcement)

Records expire after 7 days (604,800 seconds). Expired entries are filtered out on read.

Pending updates (`pending_updates.json`)

JSON array of updates written by background forks for the main session.

Field	Type	Description
`ts`	`str`	ISO datetime string
`message`	`str`	Summary text from the `report_updates` tool

Main sessions pop (read + clear) pending updates on the next interaction. Interactive forks peek (read-only). Writes are protected by a lock to prevent concurrent corruption.

Inquiries (`inquiries.json`)

JSON object mapping 8-character hex UUIDs to button inquiry entries. Persists inquiry prompts so agent-created buttons survive bot restarts.

Field	Type	Description
`prompt`	`str`	The prompt text sent to the agent when the button is clicked
`ts`	`float`	Unix timestamp (for TTL enforcement)

Records expire after 7 days. Expired entries are filtered out on read.

inquiries.json

{
  "a3f8b2c1": {"prompt": "The user clicked 'Mark as done'. Complete the task.", "ts": 1740441045.12},
  "d4e9f0a2": {"prompt": "The user wants more details about this item.", "ts": 1740441060.45}
}

Ping budget (`ping_budget.json`)

JSON object tracking the refill-on-read ping budget for background forks.

Field	Type	Default	Description
`capacity`	`int`	`5`	Maximum available pings
`available`	`float`	`5.0`	Current available pings (fractional during refill)
`refill_rate_minutes`	`int`	`90`	Minutes per ping refill
`last_refill`	`str`	—	ISO datetime of last refill calculation
`critical_used`	`int`	`0`	Critical pings used today (bypasses budget)
`critical_reset_date`	`str`	—	ISO date for critical counter reset
`daily_used`	`int`	`0`	Total pings used today
`daily_used_reset`	`str`	—	ISO date for daily counter reset

Ping budget is not git-committed — it is ephemeral state that resets to defaults if the file is deleted.

Runtime configuration (`config.json`)

JSON object storing persistent settings you configure via the /config slash command.

Key	Type	Default	Description
`model_main`	`str \| null`	`null`	Default model for the main session
`model_fork`	`str \| null`	`null`	Default model for interactive forks
`thinking_main`	`str`	`"off"`	Extended thinking mode for the main session (`"off"`, `"adaptive"`, or a budget integer as string)
`thinking_fork`	`str`	`"adaptive"`	Extended thinking mode for interactive forks (`"off"`, `"adaptive"`, or a budget integer as string)
`bg_fork_timeout`	`int`	`1800`	Max background fork runtime (seconds)
`fork_idle_timeout`	`int`	`10`	Interactive fork idle timeout (minutes)
`permission_mode`	`str`	`"dontAsk"`	Default permission mode
`auto_update`	`bool`	`false`	Auto-pull, upgrade tool install, and restart on new commits
`auto_update_interval`	`int`	`60`	Update check interval (minutes)
`auto_update_hour`	`int`	`6`	Hour of day (0-23) to apply updates

config.json

{
  "model_main": "sonnet",
  "thinking_fork": "32000",
  "fork_idle_timeout": 15
}

Only non-default values are stored. Missing keys use their defaults.

The JSON keys use underscores (model_main), while the /config slash command displays them with dots (model.main). The command translates between the two formats automatically.

Next steps

Data directory

Full layout of the ~/.ollim-bot/ directory structure.

Configuration reference

Environment variables and configuration options.

Routines

How to create and manage recurring routines.

Webhooks

External triggers and webhook spec files.

Configuration

Development

​Markdown files (YAML frontmatter)

​Routines

​Reminders

​Webhooks

​Skills

​Tool policy (tool-policy.yaml)

​Shared markdown conventions

​JSON and JSONL files

​Session history (session_history.jsonl)

​Current session (sessions.json)

​Fork messages (fork_messages.json)

​Pending updates (pending_updates.json)

​Inquiries (inquiries.json)

​Ping budget (ping_budget.json)

​Runtime configuration (config.json)

​Next steps

Data directory

Configuration reference

Routines

Webhooks

Markdown files (YAML frontmatter)

Routines

Reminders

Webhooks

Skills

Tool policy (`tool-policy.yaml`)

Shared markdown conventions

JSON and JSONL files

Session history (`session_history.jsonl`)

Current session (`sessions.json`)

Fork messages (`fork_messages.json`)

Pending updates (`pending_updates.json`)

Inquiries (`inquiries.json`)

Ping budget (`ping_budget.json`)

Runtime configuration (`config.json`)

Next steps