Setting up postfix and dovecot and having authenticity failed issues - postfix-mta

Question

I have setup postfix, dovecot and rainloop on Ubuntu Server 20.04 and having some issues with authentication on the SMTP connection, I can successfully login using rainloop and I can also access via ios externally and view emails but I am unable to send, the only way that I can send using Rainloop is to uncheck the use authentication checkbox in the domains.
In rainloop domain setup for the server if I choose SSL/TLS on SMTP and Test the connection I get
stream_socket_client(): unable to connect to ssl://127.0.0.1:465 (Connection refused)
here are my configs for postfix and dovecot
main.cf
# Uncomment the next line to generate "delayed mail" warnings
#delay_warning_time = 4h
readme_directory = no
# See http://www.postfix.org/COMPATIBILITY_README.html -- default to 2 on
# fresh installs.
compatibility_level = 2
# TLS parameters
smtpd_tls_cert_file = /etc/letsencrypt/live/mail.arpradio.com/fullchain.pem
smtpd_tls_key_file = /etc/letsencrypt/live/mail.arpradio.com/privkey.pem
smtpd_tls_security_level=may
smtp_tls_CApath=/etc/ssl/certs
smtp_tls_security_level=may
smtp_tls_session_cache_database = btree:${data_directory}/smtp_scache
smtpd_relay_restrictions = permit_mynetworks permit_sasl_authenticated defer_unauth_destination
myhostname = mail.arpradio.com
mydomain = arpradio.com
alias_maps = hash:/etc/aliases
alias_database = hash:/etc/aliases
myorigin = /etc/mailname
mydestination = $myhostname, arpradio.com, mail.arpradio.com, localhost.arpradio.com, localhost
relayhost =
mynetworks = 127.0.0.0/8 [::ffff:127.0.0.0]/104 [::1]/128
mailbox_size_limit = 0
recipient_delimiter = +
inet_interfaces = all
inet_protocols = all
home_mailbox = Maildir/
virtual_alias_maps = hash:/etc/postfix/virtual
# mailbox_command = /usr/bin/procmail
# RBL
strict_rfc821_envelopes = yes
relay_domains_reject_code = 554
unknown_address_reject_code = 554
unknown_client_reject_code = 554
unknown_hostname_reject_code = 554
unknown_local_recipient_reject_code = 554
unknown_relay_recipient_reject_code = 554
unverified_recipient_reject_code = 554
smtpd_recipient_restrictions = reject_invalid_hostname, reject_unknown_recipient_domain, reject_unauth_pipelining, permit_mynetworks, permit_sasl_authenticated, reject_unauth_destination, reject_rbl_client dsn.rfc-ignorant.org, reject_rbl_client dul.dnsbl.sorbs.net, reject_rbl_client list.dsbl.org, reject_rbl_client sbl-xbl.spamhaus.org, reject_rbl_client bl.spamcop.net, reject_rbl_client dnsbl.sorbs.net, permit
## Dovecot configuration file
# If you're in a hurry, see http://wiki2.dovecot.org/QuickConfiguration
# "doveconf -n" command gives a clean output of the changed settings. Use it
# instead of copy&pasting files when posting to the Dovecot mailing list.
# '#' character and everything after it is treated as comments. Extra spaces
# and tabs are ignored. If you want to use either of these explicitly, put the
# value inside quotes, eg.: key = "# char and trailing whitespace "
# Most (but not all) settings can be overridden by different protocols and/or
# source/destination IPs by placing the settings inside sections, for example:
# protocol imap { }, local 127.0.0.1 { }, remote 10.0.0.0/8 { }
# Default values are shown for each setting, it's not required to uncomment
# those. These are exceptions to this though: No sections (e.g. namespace {})
# or plugin settings are added by default, they're listed only as examples.
# Paths are also just examples with the real defaults being based on configure
# options. The paths listed here are for configure --prefix=/usr
# --sysconfdir=/etc --localstatedir=/var
# Enable installed protocols
!include_try /usr/share/dovecot/protocols.d/*.protocol
# A comma separated list of IPs or hosts where to listen in for connections.
# "*" listens in all IPv4 interfaces, "::" listens in all IPv6 interfaces.
# If you want to specify non-default ports or anything more complex,
# edit conf.d/master.conf.
listen = *, ::
# Base directory where to store runtime data.
#base_dir = /var/run/dovecot/
# Name of this instance. In multi-instance setup doveadm and other commands
# can use -i <instance_name> to select which instance is used (an alternative
# to -c <config_path>). The instance name is also added to Dovecot processes
# in ps output.
#instance_name = dovecot
# Greeting message for clients.
#login_greeting = Dovecot ready.
# Space separated list of trusted network ranges. Connections from these
# IPs are allowed to override their IP addresses and ports (for logging and
# for authentication checks). disable_plaintext_auth is also ignored for
# these networks. Typically you'd specify your IMAP proxy servers here.
#login_trusted_networks =
# Space separated list of login access check sockets (e.g. tcpwrap)
#login_access_sockets =
# With proxy_maybe=yes if proxy destination matches any of these IPs, don't do
# proxying. This isn't necessary normally, but may be useful if the destination
# IP is e.g. a load balancer's IP.
#auth_proxy_self =
# Show more verbose process titles (in ps). Currently shows user name and
# IP address. Useful for seeing who are actually using the IMAP processes
# (eg. shared mailboxes or if same uid is used for multiple accounts).
#verbose_proctitle = no
# Should all processes be killed when Dovecot master process shuts down.
# Setting this to "no" means that Dovecot can be upgraded without
# forcing existing client connections to close (although that could also be
# a problem if the upgrade is e.g. because of a security fix).
#shutdown_clients = yes
# If non-zero, run mail commands via this many connections to doveadm server,
# instead of running them directly in the same process.
#doveadm_worker_count = 0
# UNIX socket or host:port used for connecting to doveadm server
#doveadm_socket_path = doveadm-server
# Space separated list of environment variables that are preserved on Dovecot
# startup and passed down to all of its child processes. You can also give
# key=value pairs to always set specific settings.
#import_environment = TZ
##
## Dictionary server settings
##
# Dictionary can be used to store key=value lists. This is used by several
# plugins. The dictionary can be accessed either directly or though a
# dictionary server. The following dict block maps dictionary names to URIs
# when the server is used. These can then be referenced using URIs in format
# "proxy::<name>".
dict {
#quota = mysql:/etc/dovecot/dovecot-dict-sql.conf.ext
#expire = sqlite:/etc/dovecot/dovecot-dict-sql.conf.ext
}
# Most of the actual configuration gets included below. The filenames are
# first sorted by their ASCII value and parsed in that order. The 00-prefixes
# in filenames are intended to make it easier to understand the ordering.
!include conf.d/*.conf
# A config file can also tried to be included without giving an error if
# it's not found:
I found this in /var/log/auth.log
auth: pam_unix(dovecot:auth): Couldn't open /etc/securetty: No such file or directory
auth: pam_unix(dovecot:auth): check pass; user unknown
auth: pam_unix(dovecot:auth): authentication failure; logname= uid=0 euid=0 tty=dovecot ruser=user#domain.com rhost=<IP>

Answer 1

Your problem is that you have not enabled smtps listener in postfix master.cf. You need to uncomment that listener.