What do I need to use Should I Send This?

The message; The recipient & relationship; Your state; What you want to achieve.

Is Should I Send This free to use?

Yes — run it free in the browser playground (no API key needed for the sponsored trial, or bring any provider key), or install it into Claude Code, Cursor, ChatGPT and more via npx pm-claude-skills. MIT-licensed and open source.

Should I Send This

Q: How do I know the Should I Send This output is good?

The skill verifies itself against its own quality checks: Reads the message from the recipient's perspective; Flags the emotion-driven and regrettable parts; Catches misreadable lines and overshares; Checks whether now is the right time (or whether to send at all).

🔵 Stable🕐 updated 2026-08-06 🔷 SkillSpec L3 pm-focus

Gut-check a message before you send it — is it going to land the way you intend, or will you regret it in an hour? Use when asked should I send this, is this message okay to send, check this before I hit send, or will I regret this text/email. Produces a read on how the message will actually land for its recipient, the parts that could be misread or that you're sending from emotion, whether now is the right time to send it at all, and a calmer rewrite if needed — catching the hot, snippy, or oversharing message before it does damage you can't undo.

▶ Run it free — no key needed 📝 Grade your existing draft View SKILL.md ↗

🗣 Say this to your agent

“Should I send this angry reply to my boss? Check it first.”“Is this text okay to send, or will I regret it?”“Read this before I hit send on it.”“I'm hurt and about to send this — should I?”“Gut-check this message for me.”

What to give it

▸The message — what you're about to send (paste it)

▸The recipient & relationship — who's getting it and your dynamic

▸Your state — calm, angry, hurt, anxious (be honest — it changes everything)

▸What you want to achieve — the actual goal of the message

✅ The bar it holds itself to

Every skill in this library self-verifies — these are this skill's own quality checks, straight from its definition.

✓Reads the message from the recipient's perspective

✓Flags the emotion-driven and regrettable parts

✓Catches misreadable lines and overshares

✓Checks whether now is the right time (or whether to send at all)

✓Offers a calmer rewrite when warranted

✓Gives a clear verdict

⚠️ What it refuses to do

**Judging by how it feels to send** rather than to receive.

**Rubber-stamping** a clearly hot message.

**Rewriting away the point** along with the heat.

**Ignoring timing** — sometimes the fix is just "wait."

**Never flagging "don't send"** when that's the answer.

Install

npx pm-claude-skills add --agent claude   # or codex · cursor · gemini · hermes
# or one-line MCP (every skill, any client):
claude mcp add pm-skills -- npx -y pm-claude-skills-mcp

Related skills

🔌 Embed this skill

Drop this on your blog, docs, or site — it renders a "Run this skill" card:

<div data-pm-skill="should-i-send-this"></div>
<script src="https://mohitagw15856.github.io/pm-claude-skills/embed.js" async></script>

💬 Discussion

Should I Send This is one of 1078 open-source professional AI agent skills — all SkillSpec L3. Try them all in the browser · ⭐ Star on GitHub · Browse the full catalog