Can you explain 'but claims they are "sent"' in more detail?

Also, please post your Troubleshooting Information.

Help (Alt-H) - Troubleshooting Information

Hi...thanks so much for your help! It says "mail sent successfully" and shows it in my sent folder after I click send.

Troubleshooting:

 Application Basics

   Name: Thunderbird
   Version: 24.4.0
   User Agent: Mozilla/5.0 (Windows NT 6.1; WOW64; rv:24.0) Gecko/20100101 Thunderbird/24.4.0
   Profile Folder: Show Folder

             (Local drive)
   Application Build ID: 20140316131045
   Enabled Plugins: about:plugins
   Build Configuration: about:buildconfig
   Crash Reports: about:crashes
   Memory Use: about:memory

 Mail and News Accounts
   account1:
     INCOMING: account1, , (pop3) pop-server.tampabay.rr.com:110, plain, passwordCleartext
     OUTGOING: smtp-server.tampabay.rr.com:25, plain, none, true

   account2:
     INCOMING: account2, , (none) Local Folders, plain, passwordCleartext

 Extensions

 Important Modified Preferences

   Name: Value

     browser.cache.disk.capacity: 358400
     browser.cache.disk.smart_size.first_run: false
     browser.cache.disk.smart_size.use_old_max: false
     browser.cache.disk.smart_size_cached_value: 358400
     extensions.lastAppVersion: 24.4.0
     font.internaluseonly.changed: true
     font.name.monospace.el: Consolas
     font.name.monospace.tr: Consolas
     font.name.monospace.x-baltic: Consolas
     font.name.monospace.x-central-euro: Consolas
     font.name.monospace.x-cyrillic: Consolas
     font.name.monospace.x-unicode: Consolas
     font.name.monospace.x-western: Consolas
     font.name.sans-serif.el: Calibri
     font.name.sans-serif.tr: Calibri
     font.name.sans-serif.x-baltic: Calibri
     font.name.sans-serif.x-central-euro: Calibri
     font.name.sans-serif.x-cyrillic: Calibri
     font.name.sans-serif.x-unicode: Calibri
     font.name.sans-serif.x-western: Calibri
     font.name.serif.el: Cambria
     font.name.serif.tr: Cambria
     font.name.serif.x-baltic: Cambria
     font.name.serif.x-central-euro: Cambria
     font.name.serif.x-cyrillic: Cambria
     font.name.serif.x-unicode: Cambria
     font.name.serif.x-western: Cambria
     font.size.fixed.el: 14
     font.size.fixed.tr: 14
     font.size.fixed.x-baltic: 14
     font.size.fixed.x-central-euro: 14
     font.size.fixed.x-cyrillic: 14
     font.size.fixed.x-unicode: 14
     font.size.fixed.x-western: 14
     font.size.variable.el: 17
     font.size.variable.tr: 17
     font.size.variable.x-baltic: 17
     font.size.variable.x-central-euro: 17
     font.size.variable.x-cyrillic: 17
     font.size.variable.x-unicode: 17
     font.size.variable.x-western: 17
     mail.openMessageBehavior.version: 1
     mail.winsearch.enable: true
     mail.winsearch.firstRunDone: true
     mail.winsearch.global_reindex_time: 1386018562
     mailnews.database.global.datastore.id: d0565083-6917-4a0a-868f-37bebde1e81
     network.cookie.prefsMigrated: true
     places.database.lastMaintenance: 1398260550
     places.history.expiration.transient_current_max_pages: 104808
     plugin.importedState: true
     plugin.state.npdeployjava: 0
     print.printer_Lexmark_X264dn.print_bgcolor: false
     print.printer_Lexmark_X264dn.print_bgimages: false
     print.printer_Lexmark_X264dn.print_colorspace:
     print.printer_Lexmark_X264dn.print_command:
     print.printer_Lexmark_X264dn.print_downloadfonts: false
     print.printer_Lexmark_X264dn.print_duplex: -1574483314
     print.printer_Lexmark_X264dn.print_edge_bottom: 0
     print.printer_Lexmark_X264dn.print_edge_left: 0
     print.printer_Lexmark_X264dn.print_edge_right: 0
     print.printer_Lexmark_X264dn.print_edge_top: 0
     print.printer_Lexmark_X264dn.print_evenpages: true
     print.printer_Lexmark_X264dn.print_footercenter:
     print.printer_Lexmark_X264dn.print_footerleft: &PT
     print.printer_Lexmark_X264dn.print_footerright: &D
     print.printer_Lexmark_X264dn.print_headercenter:
     print.printer_Lexmark_X264dn.print_headerleft: &T
     print.printer_Lexmark_X264dn.print_headerright: &U
     print.printer_Lexmark_X264dn.print_in_color: true
     print.printer_Lexmark_X264dn.print_margin_bottom: 0.5
     print.printer_Lexmark_X264dn.print_margin_left: 0.5
     print.printer_Lexmark_X264dn.print_margin_right: 0.5
     print.printer_Lexmark_X264dn.print_margin_top: 0.5
     print.printer_Lexmark_X264dn.print_oddpages: true
     print.printer_Lexmark_X264dn.print_orientation: 0
     print.printer_Lexmark_X264dn.print_page_delay: 50
     print.printer_Lexmark_X264dn.print_paper_data: 1
     print.printer_Lexmark_X264dn.print_paper_height: 11.00
     print.printer_Lexmark_X264dn.print_paper_name:
     print.printer_Lexmark_X264dn.print_paper_size_type: 0
     print.printer_Lexmark_X264dn.print_paper_size_unit: 0
     print.printer_Lexmark_X264dn.print_paper_width: 8.50
     print.printer_Lexmark_X264dn.print_plex_name:
     print.printer_Lexmark_X264dn.print_resolution: 0
     print.printer_Lexmark_X264dn.print_resolution_name:
     print.printer_Lexmark_X264dn.print_reversed: false
     print.printer_Lexmark_X264dn.print_scaling: 1.00
     print.printer_Lexmark_X264dn.print_shrink_to_fit: true
     print.printer_Lexmark_X264dn.print_to_file: false
     print.printer_Lexmark_X264dn.print_unwriteable_margin_bottom: 0
     print.printer_Lexmark_X264dn.print_unwriteable_margin_left: 0
     print.printer_Lexmark_X264dn.print_unwriteable_margin_right: 0
     print.printer_Lexmark_X264dn.print_unwriteable_margin_top: 0

 Graphics

     Adapter Description: Intel(R) HD Graphics
     Vendor ID: 0x8086
     Device ID: 0x0152
     Adapter RAM: Unknown
     Adapter Drivers: igdumd64 igd10umd64 igd10umd64 igdumd32 igd10umd32 igd10umd32
     Driver Version: 8.15.10.2639
     Driver Date: 2-1-2012
     Direct2D Enabled: false
     DirectWrite Enabled: false (6.2.9200.16571)
     ClearType Parameters: ClearType parameters not found
     WebGL Renderer: false
     GPU Accelerated Windows: 0

     AzureCanvasBackend: skia
     AzureFallbackCanvasBackend: cairo
     AzureContentBackend: none

 JavaScript

 Incremental GC: 1

 Accessibility

   Activated: 0
   Prevent Accessibility: 0

 Library Versions

     Expected minimum version
     Version in use

     NSPR
     4.10.2
     4.10.2

     NSS
     3.15.4 Basic ECC
     3.15.4 Basic ECC

     NSS Util
     3.15.4
     3.15.4

     NSS SSL
     3.15.4 Basic ECC
     3.15.4 Basic ECC

     NSS S/MIME
     3.15.4 Basic ECC
     3.15.4 Basic ECC

Let me rephrase the question. How do you determine that 'Thunderbird will not send emails'?
Looks all good to me so far.

Every person I've sent emails to (no matter who their provider is) isn't receiving them. I've tested multiple times with my personal email, my boss's email (who always got messages from that address before), clients, patients, etc. I've looked in the trash, junk, deleted messages, etc...they aren't coming in at all.

Have you asked Road Runner why your sent mails are not leaving their server?

Thunderbird says "send successfully" when it get an acknowledgement from the server that the mail was received ok for on transmission. So your only option is ask RoadRunner.

Hi Matt,

Thanks for helping! They do leave the server if I use webmail...just won't send through Thunderbird. Do you think the source of the problem is from Road Runner then?