Send Email

Send emails via SMTP with support for HTML formatting, file attachments, and email templates. Use when users ask to: (1) Send an email, (2) Email someone, (3) Send a notification, (4) Use email templates, or (5) Send files via email.

Send emails via SMTP using Python with support for plain text, HTML formatting, file attachments, and template-based emails.

Key Features

• Default Sender Email: Automatically uses [e-mail] when no sender is specified
• Automatic Markdown to HTML: Detects Markdown content and converts to beautifully styled HTML
• Multiple Email Providers: Supports Gmail, Outlook, QQ Mail, 163/126 Mail, and custom SMTP
• File Attachments: Attach multiple files to emails
• Email Templates: Use template files with variable substitution

Interactive Email Sending Flow

This skill guides you through the email sending process step by step.

Step 1: Collect Basic Email Information

Ask the user for the following required information. If any is missing, prompt the user to provide it:

Information	Description	Example
Recipient (--to)	Email address to send to	[e-mail]
Subject (--subject)	Email subject line	Monthly Report
Content (--content)	Email body text or HTML	Hello, here is your report.

IMPORTANT - Default Sender Email Behavior:

If the user does NOT specify a sender email in their initial request, AUTOMATICALLY use [e-mail] as the default sender. DO NOT ask the user which email to send from.

Only ask the user for a different sender email if they explicitly mention wanting to use their own email address.

When using the default [e-mail], proceed directly to Step 2 and ask for the 126 email authorization code.

Step 2: Identify Email Provider and Collect Credentials

Based on the sender's email address domain, identify the email provider and request the appropriate credentials.

Email Provider Detection

text

@gmail.com, @googlemail.com   → Gmail
@outlook.com, @hotmail.com, @live.com, @office365.com → Outlook/Office 365
@qq.com, @vip.qq.com          → QQ Mail
@163.com, @126.com            → NetEase Mail
@aliyun.com, @aliyun-inc.com  → Aliyun Mail
@sendgrid.net, @*.sendgrid.net → SendGrid
@*.mailgun.org                → Mailgun
Other domains                  → Custom SMTP (ask for server, port, username, password)

Provider-Specific Credential Requirements

Gmail (@gmail.com, @googlemail.com)

• Password Type: App Password (NOT account password)
• Prerequisite: Two-factor authentication (2FA) must be enabled
• How to get App Password:
  1. Go to https://myaccount.google.com/apppasswords
  2. Sign in to your Google Account
  3. Select "Mail" and "Other (Custom name)" → Enter a name like "SMTP Script"
  4. Click "Generate" → Copy the 16-character password
• SMTP Server: smtp.gmail.com
• Port: 587 (TLS) or 465 (SSL)
• Username: Your full Gmail address

Outlook / Office 365 (@outlook.com, @hotmail.com, @live.com, @office365.com)

• Password Type: Account password (same as web login)
• SMTP Server: smtp.office365.com
• Port: 587 (TLS)
• Username: Your full Outlook/Office 365 email address

QQ Mail (@qq.com, @vip.qq.com)

• Password Type: SMTP Authorization Code (NOT account password)
• How to get Authorization Code:
  1. Login to QQ Mail at https://mail.qq.com
  2. Click "Settings" (设置) → "Account" (账户)
  3. Find "POP3/IMAP/SMTP/Exchange/CardDAV/CalDAV Service"
  4. Open "POP3/SMTP Service" or "IMAP/SMTP Service"
  5. Click "Generate Authorization Code" (生成授权码)
  6. Verify identity via SMS → Copy the generated code
• SMTP Server: smtp.qq.com
• Port: 587 (TLS) or 465 (SSL)
• Username: Your full QQ email address

NetEase 163 Mail (@163.com)

• Password Type: SMTP Authorization Code (NOT account password)
• How to get Authorization Code:
  1. Login to 163 Mail at https://mail.163.com
  2. Click "Settings" (设置) → "POP3/SMTP/IMAP"
  3. Click "Open" next to "IMAP/SMTP Service"
  4. Verify identity → Click "Get Authorization Code" (获取授权码)
  5. Copy the 16-character authorization code
• SMTP Server: smtp.163.com
• Port: 465 (SSL) or 994 (IMAP)
• Username: Your full 163 email address

NetEase 126 Mail (@126.com)

• Password Type: SMTP Authorization Code (NOT account password)
• How to get Authorization Code:
  1. Login to 126 Mail at https://mail.126.com
  2. Click "Settings" (设置) → "POP3/SMTP/IMAP"
  3. Enable "IMAP/SMTP Service"
  4. Copy the authorization password displayed
• SMTP Server: smtp.126.com
• Port: 465 (SSL) or 25 (SSL)
• Username: Your full 126 email address

SendGrid

• Password Type: API Key (as password)
• How to get API Key:
  1. Login to SendGrid at https://app.sendgrid.com
  2. Go to Settings → API Keys
  3. Click "Create API Key"
  4. Set permissions → Click "Create & View"
  5. Copy the API key (only shown once)
• SMTP Server: smtp.sendgrid.net
• Port: 587 (TLS) or 465 (SSL)
• Username: apikey (literally this string)

Mailgun

• Password Type: SMTP credentials from dashboard
• How to get Credentials:
  1. Login to Mailgun at https://app.mailgun.com
  2. Go to Sending → Domains
  3. Select your domain
  4. Copy SMTP username and password from the page
• SMTP Server: smtp.mailgun.org
• Port: 587 (TLS)
• Username: From Mailgun dashboard

Custom SMTP (Other domains) Ask the user to provide:

• SMTP Server Address
• SMTP Port
• Username
• Password

Step 3: Auto-detect and Handle Markdown Content

The script automatically detects if the email content is in Markdown format by looking for common patterns:

• Headers (#, ##, ###)
• Bold/italic text (**bold**, *italic*)
• Lists (- item or 1. item)
• Code blocks (```)
• Links ([text](url))

If Markdown is detected, the content is automatically converted to beautifully styled HTML with:

• Professional typography and spacing
• Color-coded headers
• Styled tables and code blocks
• Responsive design for email clients

You don't need to manually specify --content-type html for Markdown content - it's handled automatically!

Step 4: Collect Optional Information (if needed)

• --from-name: Display name for sender (e.g., "John Doe")
• --content-type html: For HTML formatted emails (defaults to plain text, but auto-converts Markdown)
• --attach: File path(s) to attach (can specify multiple)
• --template: Use template file instead of content
• --template-vars: JSON string of template variables

Step 5: Confirm and Send

Before sending, confirm with the user:

text

Ready to send:
From: [Sender Email]
To: [Recipient Email]
Subject: [Subject]
Content Type: [Plain/HTML]
Attachments: [List of attachments or None]

Proceed to send? (y/n)

If confirmed, execute the send_email.py script with all collected parameters.

Example Conversations

Example 1: Basic Gmail Email

User: Send an email to [e-mail] with subject "Hello"

Skill: I can help you send that email. I need a few more details:

1. Content: What should the email body contain?
2. Sender Email: What email address should I send from?

User: The content is "Hi John, just saying hello!" and send from [e-mail]

Skill: I detected you're using Gmail. For Gmail, you need an App Password (not your regular password).

To get your App Password:

1. Go to https://myaccount.google.com/apppasswords
2. Sign in and create an App Password for "Mail"
3. Copy the 16-character password

Please provide your Gmail App Password:

User: abcd efgh ijkl mnop

Skill: Ready to send:

• From: [e-mail]
• To: [e-mail]
• Subject: Hello
• Content: Hi John, just saying hello!

Proceed to send? (y/n)

---

Example 2: Markdown Content with Default Sender

User: 发一封邮件给 [e-mail],主题是"AR眼镜行业分析",内容是 [用户提供的 Markdown 报告]

Skill: 我来帮您发送这封邮件。检测到您没有指定发件人邮箱,我将使用默认邮箱 [e-mail] 发送。

同时,我发现您的内容是 Markdown 格式,将自动转换为美观的 HTML 格式,让报告更易读。

为了使用 126 邮箱发送,我需要您提供 SMTP 授权码。

获取授权码步骤:

1. 登录 126 邮箱 → 设置 → POP3/SMTP/IMAP
2. 启用 "IMAP/SMTP 服务"
3. 复制显示的授权密码

请提供 [e-mail] 的授权码:

User: [提供授权码]

Skill: 准备发送邮件:

• 发件人: [e-mail]
• 收件人: [e-mail]
• 主题: AR眼镜行业分析
• 格式: Markdown → HTML (自动转换)
• 内容预览: 包含标题、列表、表格等格式化内容

确认发送? (y/n)

---

Example 3: Default Sender with Missing Content

User: 发邮件给 [e-mail]，主题是项目报告

Skill: 我需要收集邮件内容：

邮件正文是什么？

User: 项目已完成，所有里程碑都已达成。

Skill: 我将使用默认邮箱 [e-mail] 发送。

为了使用 126 邮箱发送，我需要您提供 SMTP 授权码。

获取授权码步骤：

1. 登录 126 邮箱 → 设置 → POP3/SMTP/IMAP
2. 启用 "IMAP/SMTP 服务"
3. 复制显示的授权密码

请提供 [e-mail] 的授权码：

User: [提供授权码]

Skill: 准备发送邮件：

• 发件人: [e-mail]
• 收件人: [e-mail]
• 主题: 项目报告
• 内容: 项目已完成，所有里程碑都已达成。

确认发送？(y/n)

---

Example 4: User Specifies Custom Sender Email

User: Send a report to [e-mail] from [e-mail] about Q4 results, with attachment /home/user/q4_report.pdf

Skill: I'll help you send that email. Please provide the email content:

What should the email say about the Q4 results?

User: Please find attached the Q4 financial report. Let me know if you have any questions.

Skill: I see you're using Outlook. You'll need your Outlook account password (same as web login).

Please provide your Outlook password:

User: mypassword123

Skill: Ready to send:

• From: [e-mail]
• To: [e-mail]
• Subject: Q4 results
• Content: Please find attached the Q4 financial report. Let me know if you have any questions.
• Attachment: /home/user/q4_report.pdf

Proceed to send? (y/n)

---

Example 5: Custom SMTP

User: Send email to [e-mail] from [e-mail]

Skill: I need to gather some information:

1. Subject: What is the email subject?
2. Content: What is the email body?

User: Subject is Test Email, content is Hello World

Skill: Since you're using a custom domain ([e-mail]), I'll need your SMTP configuration:

1. SMTP Server: What is your SMTP server address?
2. SMTP Port: What port should I use?
3. Username: What is your SMTP username?
4. Password: What is your SMTP password?

User: Server is smtp.mydomain.com, port 587, username is [e-mail], password is secret

Skill: Ready to send:

• From: [e-mail]
• To: [e-mail]
• Subject: Test Email
• Content: Hello World
• SMTP Server: smtp.mydomain.com:587

Proceed to send? (y/n)

Script Command Reference

Once all information is collected, execute the script with appropriate parameters:

Basic Command

bash

python3 scripts/send_email.py \
  --to [e-mail] \
  --subject "Email Subject" \
  --content "Email body content" \
  --smtp-server smtp.gmail.com \
  --smtp-port 587 \
  --username [e-mail] \
  --password your-password-or-app-password

HTML Email

bash

python3 scripts/send_email.py \
  --to [e-mail] \
  --subject "Email Subject" \
  --content "<h1>Hello</h1><p>HTML content</p>" \
  --content-type html \
  --smtp-server smtp.gmail.com \
  --smtp-port 587 \
  --username [e-mail] \
  --password your-password

Email with Attachments

bash

python3 scripts/send_email.py \
  --to [e-mail] \
  --subject "Email Subject" \
  --content "Email body" \
  --attach /path/to/file1.pdf \
  --attach /path/to/file2.csv \
  --smtp-server smtp.gmail.com \
  --smtp-port 587 \
  --username [e-mail] \
  --password your-password

Email with Template

bash

python3 scripts/send_email.py \
  --to [e-mail] \
  --subject "Email Subject" \
  --template assets/simple-notification.html \
  --template-vars '{"title":"Notification","message":"Your report is ready!"}' \
  --content-type html \
  --smtp-server smtp.gmail.com \
  --smtp-port 587 \
  --username [e-mail] \
  --password your-password

SSL Connection (instead of TLS)

bash

python3 scripts/send_email.py \
  --to [e-mail] \
  --subject "Email Subject" \
  --content "Email body" \
  --smtp-server smtp.gmail.com \
  --smtp-port 465 \
  --use-ssl \
  --username [e-mail] \
  --password your-password

SMTP Server Configuration Reference

Provider	SMTP Server	Port	Encryption	Password Type	Username
Gmail	smtp.gmail.com	587	TLS	App Password	Full email
Gmail	smtp.gmail.com	465	SSL	App Password	Full email
Outlook	smtp.office365.com	587	TLS	Account Password	Full email
QQ Mail	smtp.qq.com	587	TLS	Authorization Code	Full email
QQ Mail	smtp.qq.com	465	SSL	Authorization Code	Full email
163 Mail	smtp.163.com	465	SSL	Authorization Code	Full email
163 Mail	smtp.163.com	994	SSL	Authorization Code	Full email
126 Mail	smtp.126.com	465	SSL	Authorization Code	Full email
126 Mail	smtp.126.com	25	SSL	Authorization Code	Full email
SendGrid	smtp.sendgrid.net	587	TLS	API Key	apikey
SendGrid	smtp.sendgrid.net	465	SSL	API Key	apikey
Mailgun	smtp.mailgun.org	587	TLS	SMTP Password	From dashboard

Installation

Before using this skill, install the required Python dependencies:

bash

pip install -r requirements.txt

This installs the markdown library (version ≥3.4.0) which is required for automatic Markdown to HTML conversion.

Resources

scripts/send_email.py

Main Python script for sending emails. Supports:

• Plain text and HTML content
• Multiple file attachments
• Email templates with variable substitution
• TLS and SSL encryption
• Custom sender names

references/smtp-servers.md

Common SMTP server configurations including Gmail, Outlook, 126, QQ, 163, SendGrid, Mailgun, and Aliyun.

assets/

Email templates:

• simple-notification.html - Basic notification template
• report-summary.html - Professional report template with metrics grid