title: send email via hotmail in python
body: <p>I want to send an email from my server. I'm trying to send using a hotmail account that I already have.</p>
  
  <pre><code>user = "myaddress@hotmail.com"
  passwd = "xxxxxxxxx"
  
  from_addr = "myaddress@hotmail.com"
  to_addr = "someaddress@gmail.com"
  smtp_srv = "smtp.live.com"
  
  subject = "Home Server Uptime"
  message = "The server has been online for: %s" %(uptime)
  
  smtp = smtplib.SMTP(smtp_srv,587)
  smtp.ehlo()
  smtp.starttls()
  smtp.ehlo()
  smtp.login(user, passwd)
  smtp.sendmail(from_addr, to_addr, message)
  smtp.quit()
  </code></pre>
  
  <p>I get this error:</p>
  
  <pre><code>Traceback (most recent call last):
    File "sendemail.py", line 23, in &lt;module&gt;
      smtp.starttls()
    File "/usr/lib/python2.7/smtplib.py", line 636, in starttls
      (resp, reply) = self.docmd("STARTTLS")
    File "/usr/lib/python2.7/smtplib.py", line 385, in docmd
      return self.getreply()
    File "/usr/lib/python2.7/smtplib.py", line 358, in getreply
      + str(e))
  smtplib.SMTPServerDisconnected: Connection unexpectedly closed: [Errno 104] Connection reset by peer
  </code></pre>
  
  <p>I have no idea how to troubleshoot this.</p>
  
  <p>Here is the output of set_debuglevel(1) as Nathan suggested:</p>
  
  <pre><code>send: 'ehlo [127.0.1.1]\r\n'
  reply: '250-BLU0-SMTP190.blu0.hotmail.com Hello [my-ip-address]\r\n'
  reply: '250-TURN\r\n'
  reply: '250-SIZE 41943040\r\n'
  reply: '250-ETRN\r\n'
  reply: '250-PIPELINING\r\n'
  reply: '250-DSN\r\n'
  reply: '250-ENHANCEDSTATUSCODES\r\n'
  reply: '250-8bitmime\r\n'
  reply: '250-BINARYMIME\r\n'
  reply: '250-CHUNKING\r\n'
  reply: '250-VRFY\r\n'
  reply: '250-TLS\r\n'
  reply: '250-STARTTLS\r\n'
  reply: '250 OK\r\n'
  reply: retcode (250); Msg: BLU0-SMTP190.blu0.hotmail.com Hello [my-ip-address]
  TURN
  SIZE 41943040
  ETRN
  PIPELINING
  DSN
  ENHANCEDSTATUSCODES
  8bitmime
  BINARYMIME
  CHUNKING
  VRFY
  TLS
  STARTTLS
  OK
  send: 'STARTTLS\r\n'
  Traceback (most recent call last):
    File "sendemail.py", line 24, in &lt;module&gt;
      smtp.starttls()
    File "/usr/lib/python2.7/smtplib.py", line 636, in starttls
      (resp, reply) = self.docmd("STARTTLS")
    File "/usr/lib/python2.7/smtplib.py", line 385, in docmd
      return self.getreply()
    File "/usr/lib/python2.7/smtplib.py", line 358, in getreply
      + str(e))
  smtplib.SMTPServerDisconnected: Connection unexpectedly closed: [Errno 104] Connection reset by peer
  </code></pre>