Having problems sending email from MailR for an Amazon email?

I've used MailR to automate and send mass emails easily and straightforward with my personal Gmail. However, using my Amazon email as been a problem and hasn't worked? My Amazon email is through outlook, but I've tried the host for outlook and hasn't worked.. Any help would be great, so I can figure this out!!

 sender <- "jsmith@amazon.com"
      receipient <- "jsmith@gmail.com"

     send.mail(from = sender,
     to = receipient,
     subject = "subject",
     body = "msg", 
     authenticate = TRUE,
     smtp = list(host.name = "smtp.office365.com", port = 587,
        user.name = "jsmith@amazon.com", passwd = "password", tls = 

Caused by: com.sun.mail.util.MailConnectException: Couldn't connect to 
host, port: smtp.office365.com, 587; timeout 60000;
nested exception is:
java.net.ConnectException: Connection timed out: connect
at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:2053)
at   com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:697)
at javax.mail.Service.connect(Service.java:386)
at javax.mail.Service.connect(Service.java:245)
at javax.mail.Service.connect(Service.java:194)
at javax.mail.Transport.send0(Transport.java:253)
at javax.mail.Transport.send(Transport.java``:124)
at org.apache.commons.mail.Email.sendMimeMessage(Email.java:1400)
... 6 more

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