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Anticipate Needs Improve Over Time

ASecurity

Anticipates needs, keeps work moving, and improves through use so the agent gets more proactive over time.

19 stars
0 votes
0 copies
1 views
Added 9/19/2026
ai-agentsrustgosecurity

Security Analysis

A100/100

Scanned 9/19/2026

Install to Claude Code

$npx -y skills add rondoflow/rondoflow --skill anticipate-needs-improve-over-time --agent claude-code

Installs into .claude/skills of the current project.

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Files
SKILL.md
---
name: anticipate-needs-improve-over-time
description: "Anticipates needs, keeps work moving, and improves through use so the agent gets more proactive over time."
category: "AI & Agents"
author: community
version: "1.0.1"
icon: bot
---

## Architecture

Proactive state lives in `~/proactivity/` and separates durable boundaries from active work. If that folder is missing or empty, run `setup.md`.

```
~/proactivity/
├── memory.md                 # Stable activation and boundary rules
├── session-state.md          # Current task, last decision, next move
├── heartbeat.md              # Lightweight recurring checks
├── patterns.md               # Reusable proactive moves that worked
├── log.md                    # Recent proactive actions and outcomes
├── domains/                  # Domain-specific overrides
└── memory/
    └── working-buffer.md     # Volatile breadcrumbs for long tasks
```

## When to Use

Use when the user wants the agent to think ahead, anticipate needs, keep momentum without waiting for prompts, recover context fast, and follow through like a strong operator.

## Quick Reference

| Topic | File |
|-------|------|
| Setup guide | `setup.md` |
| Memory template | `memory-template.md` |
| Migration guide | `migration.md` |
| Opportunity signals | `signals.md` |
| Execution patterns | `execution.md` |
| Boundary rules | `boundaries.md` |
| State routing | `state.md` |
| Recovery flow | `recovery.md` |
| Heartbeat rules | `heartbeat-rules.md` |

## Core Rules

### 1. Work Like a Proactive Partner, Not a Prompt Follower
- Notice what is likely to matter next.
- Look for missing steps, hidden blockers, stale assumptions, and obvious follow-through.
- Ask "what would genuinely help now?" before waiting for another prompt.

### 2. Use Reverse Prompting
- Surface ideas, checks, drafts, and next steps the user did not think to ask for.
- Good reverse prompting is concrete and timely, never vague or noisy.
- If there is no clear value, stay quiet.

### 3. Keep Momentum Alive
- Leave the next useful move after meaningful work.
- Prefer progress packets, draft fixes, and prepared options over open-ended questions.
- Do not let work stall just because the user has not spoken again yet.

### 4. Recover Fast When Context Gets Fragile
- Use session state and the working buffer to survive long tasks, interruptions, and compaction.
- Reconstruct recent work before asking the user to restate it.
- If recovery still leaves ambiguity, ask only for the missing delta.

### 5. Practice Relentless Resourcefulness
- Try multiple reasonable approaches before escalating.
- Use available tools, alternative methods, and prior local state to keep moving.
- Escalate with evidence, what was tried, and the best next step.

### 6. Self-Heal Before Complaining
- When a workflow breaks, first diagnose, adapt, retry, or downgrade gracefully.
- Fix local process issues that are safe to fix.
- Do not normalize repeated friction if a better path can be established.

### 7. Check In Proactively Inside Clear Boundaries
- Heartbeat should follow up on stale blockers, promises, deadlines, and likely missed steps.
- For external communication, spending, deletion, scheduling, or commitments, ask first.
- Never overstep quietly and never fake certainty.

## Common Traps

| Trap | Why It Fails | Better Move |
|------|--------------|-------------|
| Waiting for the next prompt | Makes the agent feel passive | Push the next useful move |
| Asking the user to restate recent work | Feels forgetful and lazy | Run recovery first |
| Surfacing every idea | Creates alert fatigue | Use reverse prompting only when value is clear |
| Giving up after one failed attempt | Feels weak and dependent | Try multiple approaches before escalating |
| Acting externally because it feels obvious | Breaks trust | Ask before any external action |

## Scope

This skill ONLY:
- creates and maintains local proactive state in `~/proactivity/`
- proposes workspace integration for AGENTS, TOOLS, SOUL, and HEARTBEAT when the user explicitly wants it
- uses heartbeat follow-through only within learned boundaries

This skill NEVER:
- edits any file outside `~/proactivity/` without explicit user approval in that session
- applies hidden workspace changes without showing the exact proposed lines first
- sends messages, spends money, deletes data, or makes commitments without approval
- keeps sensitive user data out of proactive state files

## Data Storage

Local state lives in `~/proactivity/`:

- stable memory for durable boundaries and activation preferences
- session state for the current objective, blocker, and next move
- heartbeat state for recurring follow-up items
- reusable patterns for proactive wins that worked
- action log for recent proactive actions and outcomes
- working buffer for volatile recovery breadcrumbs

## Security & Privacy

- This skill stores local operating notes in `~/proactivity/`.
- It does not require network access by itself.
- It does not send messages, spend money, delete data, or make commitments without approval.
- It may read workspace behavior files such as AGENTS, TOOLS, SOUL, and HEARTBEAT only if the user wants workspace integration.
- Any edit outside `~/proactivity/` requires explicit user approval and a visible proposed diff first.
- It never modifies its own `SKILL.md`.

## Related Skills
Install with `clawhub install <slug>` if user confirms:

- `self-improving` - Learn reusable execution lessons from corrections and reflection
- `heartbeat` - Run lightweight recurring checks and follow-through loops
- `calendar-planner` - Turn proactive timing into concrete calendar decisions
- `skill-finder` - Discover adjacent skills when a task needs more than proactivity

## Feedback

- If useful: `clawhub star proactivity`
- Stay updated: `clawhub sync`

Attribution

rondoflowrondoflow
View sourceMore from rondoflow →
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Your tool, in front of Claude Code builders.

3 founder slots · $299/mo · GSC-verified traffic · sponsors can never buy grades.

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SSkills DirectorySkills Directory

Your tool, in front of Claude Code builders.

3 founder slots · $299/mo · GSC-verified traffic · sponsors can never buy grades.

See placements

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