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Hi
Thanks for clearing up my issue with the 504 timeout. Ive now run the test and it says its collecting 5 messages.

I emailed myself a new message and ran the test again and got the following

Checking for mail manually
Starting mail fetch
There are 5 messages to process
1: Message is already marked ‘read’.
2: Message is already marked ‘read’.
3: Message is already marked ‘read’.
4: Message is already marked ‘read’.
5: Message is already marked ‘read’.
Mail fetch complete, 5 emails

I have set up a message with a subject line of :
This is the subject

and a body of:
:start
This is before the photo
#img1 caption=’pretty kitty’#
and this is after
:end

In I pasted a photo before #img1

Nothing appears on my posts page so I ran with debug and got this

Run with debug
Postie Settings (v1.7.7)
Checking for mail manually with debug output
Starting mail fetch
Postie Version: 1.7.7
Wordpress Version: 4.3
PHP Version: 5.4.45
OS: Linux plat-lbslave01.linvh1.fasthosts.co.uk 2.6.32-504.3.3.el6.x86_64 #1 SMP Wed Dec 17 01:55:02 UTC 2014 x86_64
Debug mode: On
Time: 2015-09-08 00:50:46 GMT
Error log:
TMP dir: /tmp/
Postie is in /home/plat-linnas01/f/flyingpigcakeemporium.co.uk-1083945460/user/htdocs/wp-content/plugins/postie/
Cron: On
Alternate Cron: Off
wp_content_path: /home/plat-linnas01/f/flyingpigcakeemporium.co.uk-1083945460/user/htdocs/wp-content
Connecting to p05-imap.mail.me.com:993 (imap-ssl)
imap: connection string – {p05-imap.mail.me.com:993/service=imap/ssl/notls/novalidate-cert}
imap: disabling GSSAPI
imap: connected
stdClass Object
(
[flags] => 31
[messages] => 336
[recent] => 0
[unseen] => 194
[uidnext] => 39827
[uidvalidity] => 1233328473
)

Max emails (5)
imap: closing connection
There are 5 messages to process
memory at start of email processing:47250208
Array
(
[add_meta] => no
[admin_username] => annie
[allow_html_in_body] => 1
[allow_html_in_subject] => 1
[allow_subject_in_mail] => 1
[audiotemplate] => {FILENAME}
[audiotypes] => Array
(
[0] => m4a
[1] => mp3
[2] => ogg
[3] => wav
[4] => mpeg
)

[authorized_addresses] => Array
(
[0] => samyell@me.com
)

[banned_files_list] => Array
(
)

[confirmation_email] => both
[convertnewline] => 0
[converturls] => 1
[custom_image_field] => 0
[default_post_category] => 1
[category_match] => 1
[default_post_tags] => Array
(
)

[default_title] => XXXX Change this
[delete_mail_after_processing] => 0
[drop_signature] => 1
[filternewlines] => 1
[forward_rejected_mail] => 1
[icon_set] => silver
[icon_size] => 32
[auto_gallery] => 0
[image_new_window] =>
[image_placeholder] => #img%#
[images_append] => 1
[imagetemplate] => <img src=”{MEDIUM}” alt=”{CAPTION}” width=”{MEDIUMWIDTH}” height=”{MEDIUMHEIGHT}” class=”alignnone size-medium wp-image-{ID}” />
[imagetemplates] => Array
(
[simple_link] => {FILENAME}
[no_wrappers] => <img src=”{THUMBNAIL}” alt=”{CAPTION}” title=”{CAPTION}” class=”attachment” />
[wordpress_default] => <img src=”{MEDIUM}” alt=”{CAPTION}” width=”{MEDIUMWIDTH}” height=”{MEDIUMHEIGHT}” class=”alignnone size-medium wp-image-{ID}” />
[thumbnail_left] => <div style=”float:left;margin-right:10px;”><img src=”{THUMBNAIL}” alt=”{CAPTION}” title=”{CAPTION}” class=”attachment” /></div>
[thumbnail_right] => <div style=”float:right;margin-left:10px;”><img src=”{THUMBNAIL}” alt=”{CAPTION}” title=”{CAPTION}” class=”attachment” /></div>
[robert_felty] => <div style=”margin-right:10px;background:black;color:white;padding:2px; width:{MEDIUMWIDTH};float:left”><img src=”{MEDIUM}” alt=”{CAPTION}” title=”{CAPTION}” class=”attachment” /><div style=”padding:.2em;text-align:left”>{CAPTION}</div></div>
[postie_legacy] => <div class=”postie-image-div”><img src=”{THUMBNAIL}” alt=”{FILENAME}” title=”{FILENAME}” style=”border:none” class=”postie-image” /></div>
[custom] =>
)

[input_protocol] => imap-ssl
[interval] => manual
[mail_server] => p05-imap.mail.me.com
[mail_server_port] => 993
[mail_userid] => samyell
[mail_password] => MyAppleID1977
[maxemails] => 5
[message_start] => :start
[message_end] => :end
[message_encoding] => UTF-8
[message_dequote] => 1
[post_status] => publish
[prefer_text_type] => plain
[return_to_sender] => 0
[role_access] => Array
(
)

[selected_audiotemplate] => simple_link
[selected_imagetemplate] => wordpress_default
[selected_video1template] => simple_link
[selected_video2template] => simple_link
[shortcode] => 0
[sig_pattern_list] => Array
(
[0] => –\s?[\r\n]?
[1] => –\s
[2] => —
[3] => —
)

[smtp] => Array
(
[0] => icloud
)

[start_image_count_at_zero] => 0
[supported_file_types] => Array
(
[0] => application
)

[turn_authorization_off] => 0
[time_offset] => 0
[video1template] => {FILENAME}
[video1types] => Array
(
[0] => mp4
[1] => mpeg4
[2] => 3gp
[3] => 3gpp
[4] => 3gpp2
[5] => 3gp2
[6] => mov
[7] => mpeg
[8] => quicktime
)

[video2template] => {FILENAME}
[video2types] => Array
(
[0] => x-flv
)

[video1templates] => Array
(
[simple_link] => {FILENAME}
[small] => <object classid=”clsid:02BF25D5-8C17-4B23-BC80-D3488ABDDC6B” codebase=”http://www.apple.com/qtactivex/qtplugin.cab&#8221; width=”128″height=”96″> <param name=”src” value=”{FILELINK}” /> <param name=”autoplay” value=”no” /> <param name=”controller” value=”true” /> <embed src=”{FILELINK}” width=”128″ height=”96″autoplay=”no” controller=”true” type=”video/quicktime” pluginspage=”http://www.apple.com/quicktime/download/&#8221; width=”128″ height=”110″ scale=”tofit”></embed> </object>
[medium] => <object classid=”clsid:02BF25D5-8C17-4B23-BC80-D3488ABDDC6B” codebase=”http://www.apple.com/qtactivex/qtplugin.cab&#8221; width=”320″height=”240″> <param name=”src” value=”{FILELINK}” /> <param name=”autoplay” value=”no” /> <param name=”controller” value=”true” /> <embed src=”{FILELINK}” width=”320″ height=”240″autoplay=”no” controller=”true” type=”video/quicktime” pluginspage=”http://www.apple.com/quicktime/download/&#8221; width=”320″ height=”260″ scale=”tofit”></embed> </object>
[medium_widescreen] => <object classid=”clsid:02BF25D5-8C17-4B23-BC80-D3488ABDDC6B” codebase=”http://www.apple.com/qtactivex/qtplugin.cab&#8221; width=”480″height=”270″> <param name=”src” value=”{FILELINK}” /> <param name=”autoplay” value=”no” /> <param name=”controller” value=”true” /> <embed src=”{FILELINK}” width=”480″ height=”270″autoplay=”no” controller=”true” type=”video/quicktime” pluginspage=”http://www.apple.com/quicktime/download/&#8221; width=”480″ height=”290″ scale=”tofit”></embed> </object>
[large] => <object classid=”clsid:02BF25D5-8C17-4B23-BC80-D3488ABDDC6B” codebase=”http://www.apple.com/qtactivex/qtplugin.cab&#8221; width=”480″height=”360″> <param name=”src” value=”{FILELINK}” /> <param name=”autoplay” value=”no” /> <param name=”controller” value=”true” /> <embed src=”{FILELINK}” width=”480″ height=”360″autoplay=”no” controller=”true” type=”video/quicktime” pluginspage=”http://www.apple.com/quicktime/download/&#8221; width=”480″ height=”380″ scale=”tofit”></embed> </object>
[large_widescreen] => <object classid=”clsid:02BF25D5-8C17-4B23-BC80-D3488ABDDC6B” codebase=”http://www.apple.com/qtactivex/qtplugin.cab&#8221; width=”640″height=”360″> <param name=”src” value=”{FILELINK}” /> <param name=”autoplay” value=”no” /> <param name=”controller” value=”true” /> <embed src=”{FILELINK}” width=”640″ height=”360″autoplay=”no” controller=”true” type=”video/quicktime” pluginspage=”http://www.apple.com/quicktime/download/&#8221; width=”640″ height=”380″ scale=”tofit”></embed> </object>
[custom] =>
)

[video2templates] => Array
(
[simple_link] => {FILENAME}
[small] => <object classid=”clsid:02BF25D5-8C17-4B23-BC80-D3488ABDDC6B” codebase=”http://www.apple.com/qtactivex/qtplugin.cab&#8221; width=”128″height=”96″> <param name=”src” value=”{FILELINK}” /> <param name=”autoplay” value=”no” /> <param name=”controller” value=”true” /> <embed src=”{FILELINK}” width=”128″ height=”96″autoplay=”no” controller=”true” type=”video/quicktime” pluginspage=”http://www.apple.com/quicktime/download/&#8221; width=”128″ height=”110″></embed> </object>
[medium] => <object classid=”clsid:02BF25D5-8C17-4B23-BC80-D3488ABDDC6B” codebase=”http://www.apple.com/qtactivex/qtplugin.cab&#8221; width=”320″height=”240″> <param name=”src” value=”{FILELINK}” /> <param name=”autoplay” value=”no” /> <param name=”controller” value=”true” /> <embed src=”{FILELINK}” width=”320″ height=”240″autoplay=”no” controller=”true” type=”video/quicktime” pluginspage=”http://www.apple.com/quicktime/download/&#8221; width=”320″ height=”260″></embed> </object>
[medium_widescreen] => <object classid=”clsid:02BF25D5-8C17-4B23-BC80-D3488ABDDC6B” codebase=”http://www.apple.com/qtactivex/qtplugin.cab&#8221; width=”480″height=”270″> <param name=”src” value=”{FILELINK}” /> <param name=”autoplay” value=”no” /> <param name=”controller” value=”true” /> <embed src=”{FILELINK}” width=”480″ height=”270″autoplay=”no” controller=”true” type=”video/quicktime” pluginspage=”http://www.apple.com/quicktime/download/&#8221; width=”480″ height=”290″></embed> </object>
[large] => <object classid=”clsid:02BF25D5-8C17-4B23-BC80-D3488ABDDC6B” codebase=”http://www.apple.com/qtactivex/qtplugin.cab&#8221; width=”480″height=”360″> <param name=”src” value=”{FILELINK}” /> <param name=”autoplay” value=”no” /> <param name=”controller” value=”true” /> <embed src=”{FILELINK}” width=”480″ height=”360″autoplay=”no” controller=”true” type=”video/quicktime” pluginspage=”http://www.apple.com/quicktime/download/&#8221; width=”480″ height=”380″></embed> </object>
[large_widescreen] => <object classid=”clsid:02BF25D5-8C17-4B23-BC80-D3488ABDDC6B” codebase=”http://www.apple.com/qtactivex/qtplugin.cab&#8221; width=”640″height=”360″> <param name=”src” value=”{FILELINK}” /> <param name=”autoplay” value=”no” /> <param name=”controller” value=”true” /> <embed src=”{FILELINK}” width=”640″ height=”360″autoplay=”no” controller=”true” type=”video/quicktime” pluginspage=”http://www.apple.com/quicktime/download/&#8221; width=”640″ height=”380″></embed> </object>
[flv_embed] => [flv:{FILELINK} 480 270]
[custom] =>
)

[wrap_pre] => no
[featured_image] => 0
[include_featured_image] => 1
[email_tls] => 0
[post_format] => standard
[post_type] => post
[generaltemplates] => Array
(
[postie_default] => {ICON} {FILENAME}
[simple_link] => {FILENAME}
[custom] =>
)

[generaltemplate] => {ICON} {FILENAME}
[selected_generaltemplate] => postie_default
[generate_thumbnails] => 1
[reply_as_comment] => 1
[force_user_login] => 0
[auto_gallery_link] => Post
)

1: ————————————
RemoveExtraCharactersInEmailAddress: mail@reply.supremebeing.com (1)
Array
(
[0] => Supremebeing <mail@reply.supremebeing.com>
[1] => mail@reply.supremebeing.com
)

ValidatePoster: post postie_filter_email mail@reply.supremebeing.com
ValidatePoster: post postie_filter_email2 mail@reply.supremebeing.com
Confirming Access For mail@reply.supremebeing.com
isValidSmtpServer: checking header from nk11p00mm-smtpin005.mac.com ([17.158.164.134]) by ms05544.mac.com (Oracle Communications Messaging Server 7u4-27.08(7.0.4.27.7) 64bit (built Aug 22 2013)) with ESMTP id <0NSN0021UZVQTU40@ms05544.mac.com> for samyell@mac.com; Thu, 06 Aug 2015 14:21:27 +0000 (GMT)
isValidSmtpServer: checking header from uspmta164093.emsmtp.com ([212.69.164.93]) by nk11p00mm-smtpin005.mac.com (Oracle Communications Messaging Server 7.0.5.35.0 64bit (built Mar 31 2015)) with ESMTPS id <0NSN00EF7ZNSXUF0@nk11p00mm-smtpin005.mac.com> for samyell@mac.com (ORCPT samyell@mac.com); Thu, 06 Aug 2015 14:21:26 +0000 (GMT)
isValidSmtpServer: checking header from (10.200.200.158) by uspmta164093.emsmtp.com id hodmla16nf0i for <samyell@mac.com>; Thu, 06 Aug 2015 16:17:37 +0200
isValidSmtpServer: Sent from invalid SMTP server.
Invalid sender: mail@reply.supremebeing.com! Not adding email!
MailToRecipients: send mail
To: info@flyingpigcakeemporium.co.uk
From: WordPress <info@flyingpigcakeemporium.co.uk>
MailToRecipients: sending reject mail
A copy of the message has been forwarded to the administrator.
Ignoring email – not authorized.
2: ————————————
RemoveExtraCharactersInEmailAddress: delia@delia-news.com (1)
Array
(
[0] => Delia <delia@delia-news.com>
[1] => delia@delia-news.com
)

ValidatePoster: post postie_filter_email delia@delia-news.com
RemoveExtraCharactersInEmailAddress: spam_da_muel@mac.com (1)
Array
(
[0] => spam_da_muel@mac.com <spam_da_muel@mac.com>
[1] => spam_da_muel@mac.com
)

ValidatePoster: post postie_filter_email2 delia@delia-news.com
Confirming Access For delia@delia-news.com
isValidSmtpServer: checking header from mr11p00im-smtpin001.me.com ([17.110.69.145]) by ms05544.mac.com (Oracle Communications Messaging Server 7u4-27.08 (7.0.4.27.7) 64bit (built Aug 22 2013)) with ESMTP id <0NSO00BLO19YCFA0@ms05544.mac.com> for spam_da_muel@mac.com; Thu, 06 Aug 2015 14:51:35 +0000 (GMT)
isValidSmtpServer: checking header from mail23.vsg02.co.uk ([193.128.122.107]) by mr11p00im-smtpin001.me.com (Oracle Communications Messaging Server 7.0.5.35.0 64bit (built Mar 31 2015)) with ESMTP id <0NSO000OF0ZQVC90@mr11p00im-smtpin001.me.com> for spam_da_muel@mac.com (ORCPT spam_da_muel@mac.com); Thu, 06 Aug 2015 14:51:34 +0000 (GMT)
isValidSmtpServer: checking header from eshotservices02 (192.168.50.24) by mail23.vsg02.co.uk id hodq761973k7 for <spam_da_muel@mac.com>; Thu, 06 Aug 2015 09:49:11 +0100 (envelope-from <delia@delia-news.com>)
isValidSmtpServer: Sent from invalid SMTP server.
Invalid sender: delia@delia-news.com! Not adding email!
MailToRecipients: send mail
To: info@flyingpigcakeemporium.co.uk
From: WordPress <info@flyingpigcakeemporium.co.uk>
MailToRecipients: sending reject mail
A copy of the message has been forwarded to the administrator.
Ignoring email – not authorized.
3: ————————————
RemoveExtraCharactersInEmailAddress: jobs@dezeen.com (1)
Array
(
[0] => Dezeen Jobs <jobs@dezeen.com>
[1] => jobs@dezeen.com
)

ValidatePoster: post postie_filter_email jobs@dezeen.com
RemoveExtraCharactersInEmailAddress: samyell@me.com (1)
Array
(
[0] => “samyell@me.com” <samyell@me.com>
[1] => samyell@me.com
)

ValidatePoster: post postie_filter_email2 jobs@dezeen.com
Confirming Access For jobs@dezeen.com
isValidSmtpServer: checking header from nk11p00mm-smtpin004.mac.com ([17.158.164.133]) by ms05544.mac.com (Oracle Communications Messaging Server 7u4-27.08(7.0.4.27.7) 64bit (built Aug 22 2013)) with ESMTP id <0NSO00J031UEWV30@ms05544.mac.com> for samyell@me.com; Thu, 06 Aug 2015 15:03:50 +0000 (GMT)
isValidSmtpServer: checking header from mx113.g.outbound.createsend.com ([103.28.42.113]) by nk11p00mm-smtpin004.mac.com (Oracle Communications Messaging Server 7.0.5.35.0 64bit (built Mar 31 2015)) with ESMTP id <0NSO00LOJ1TJXC10@nk11p00mm-smtpin004.mac.com> for samyell@me.com (ORCPT samyell@me.com); Thu, 06 Aug 2015 15:03:50 +0000 (GMT)
isValidSmtpServer: Sent from invalid SMTP server.
Invalid sender: jobs@dezeen.com! Not adding email!
MailToRecipients: send mail
To: info@flyingpigcakeemporium.co.uk
From: WordPress <info@flyingpigcakeemporium.co.uk>
MailToRecipients: sending reject mail
A copy of the message has been forwarded to the administrator.
Ignoring email – not authorized.
4: ————————————
RemoveExtraCharactersInEmailAddress: updates@ithemes.com (1)
Array
(
[0] => iThemes <updates@ithemes.com>
[1] => updates@ithemes.com
)

ValidatePoster: post postie_filter_email updates@ithemes.com
RemoveExtraCharactersInEmailAddress: updates@ithemes.com (1)
Array
(
[0] => iThemes <updates@ithemes.com>
[1] => updates@ithemes.com
)

ValidatePoster: post postie_filter_email2 updates@ithemes.com
Confirming Access For updates@ithemes.com
isValidSmtpServer: checking header from st11p00im-smtpin016.me.com ([17.172.80.100]) by ms05544.mac.com (Oracle Communications Messaging Server 7u4-27.08 (7.0.4.27.7) 64bit (built Aug 22 2013)) with ESMTP id <0NSO00E473PYF900@ms05544.mac.com> for samyell@me.com; Thu, 06 Aug 2015 15:44:22 +0000 (GMT)
isValidSmtpServer: checking header from mail19.atl91.mcsv.net ([198.2.130.19]) by st11p00im-smtpin016.me.com (Oracle Communications Messaging Server 7.0.5.35.0 64bit (built Mar 31 2015)) with ESMTP id <0NSO00J3A3IMHHD0@st11p00im-smtpin016.me.com> for samyell@me.com (ORCPT samyell@me.com); Thu, 06 Aug 2015 15:44:22 +0000 (GMT)
isValidSmtpServer: checking header from (127.0.0.1) by mail19.atl91.mcsv.net id hoe0ba1ohkga for <samyell@me.com>; Thu, 06 Aug 2015 15:40:58 +0000
isValidSmtpServer: Sent from invalid SMTP server.
Invalid sender: updates@ithemes.com! Not adding email!
MailToRecipients: send mail
To: info@flyingpigcakeemporium.co.uk
From: WordPress <info@flyingpigcakeemporium.co.uk>
MailToRecipients: sending reject mail
A copy of the message has been forwarded to the administrator.
Ignoring email – not authorized.
5: ————————————
RemoveExtraCharactersInEmailAddress: info@gromitunleashed.org.uk (1)
Array
(
[0] => Gromit Unleashed <info@gromitunleashed.org.uk>
[1] => info@gromitunleashed.org.uk
)

ValidatePoster: post postie_filter_email info@gromitunleashed.org.uk
RemoveExtraCharactersInEmailAddress: samyell@mac.com (1)
Array
(
[0] => Sam <samyell@mac.com>
[1] => samyell@mac.com
)

RemoveExtraCharactersInEmailAddress: info@gromitunleashed.org.uk (1)
Array
(
[0] => Gromit Unleashed <info@gromitunleashed.org.uk>
[1] => info@gromitunleashed.org.uk
)

ValidatePoster: post postie_filter_email2 info@gromitunleashed.org.uk
Confirming Access For info@gromitunleashed.org.uk
isValidSmtpServer: checking header from st11p00im-smtpin024.me.com ([17.172.80.139]) by ms05544.mac.com (Oracle Communications Messaging Server 7u4-27.08 (7.0.4.27.7) 64bit (built Aug 22 2013)) with ESMTP id <0NSO00ELK4BAF990@ms05544.mac.com> for samyell@mac.com; Thu, 06 Aug 2015 15:57:10 +0000 (GMT)
isValidSmtpServer: checking header from mail51.us4.mcsv.net ([205.201.128.51]) by st11p00im-smtpin024.me.com (Oracle Communications Messaging Server 7.0.5.35.0 64bit (built Mar 31 2015)) with ESMTP id <0NSO00OAN45RQEK0@st11p00im-smtpin024.me.com> for samyell@mac.com (ORCPT samyell@mac.com); Thu, 06 Aug 2015 15:57:10 +0000 (GMT)
isValidSmtpServer: checking header from (127.0.0.1) by mail51.us4.mcsv.net id hoe1t4174lgo for <samyell@mac.com>; Thu, 06 Aug 2015 15:52:06 +0000
isValidSmtpServer: Sent from invalid SMTP server.
Invalid sender: info@gromitunleashed.org.uk! Not adding email!
MailToRecipients: send mail
To: info@flyingpigcakeemporium.co.uk
From: WordPress <info@flyingpigcakeemporium.co.uk>
MailToRecipients: sending reject mail
A copy of the message has been forwarded to the administrator.
Ignoring email – not authorized.
Mail fetch complete, 5 emails
memory at end of email processing:48194720

The emails its calling up are not the most recent ones in my inbox – are you able to work out whats going on from the debug message above? Thanks again for your help.
Sam

https://wordpress.org/plugins/postie/