As recommended, I followed Safe Mode startup, then normal boot-up. Downloaded Etrecheck and ran it noting issue with Apps and giving short description of issue with Calendar ("Attempting to copy large batch of information to Calendar. Server responded with "400" to operation CalDAVWriteEntityQueueableOperation").
Etrecheck findings are as follows (copy/pasted here from report) for your thoughts on next steps.
EtreCheck version: 3.4.4 (448)
Report generated 2017-08-24 18:35:45
Download EtreCheck from https://etrecheck.com
Runtime: 4:12
Performance: Good
Click the [Lookup] links for more information from Apple Support Communities.
Click the [Details] links for more information about that line.
Click the [Clean up] link to delete unused files.
Problem: Apps are crashing
Description:
Attempting to copy large batch of information to Calendar. Server responded with "400" to operation CalDAVWriteEntityQueueableOperation
Hardware Information:ⓘ
iMac (21.5-inch, Late 2009)
[Technical Specifications] - [User Guide] - [Warranty & Service]
iMac - model: iMac10,1
1 3.06 GHz Intel Core 2 Duo (Duo) CPU: 2-core
12 GB RAM Upgradeable - [Instructions]
BANK 0/DIMM0
4 GB DDR3 1067 MHz ok
BANK 1/DIMM0
4 GB DDR3 1067 MHz ok
BANK 0/DIMM1
2 GB DDR3 1067 MHz ok
BANK 1/DIMM1
2 GB DDR3 1067 MHz ok
Handoff/Airdrop2: not supported
Wireless: en1: 802.11 a/b/g/n
Video Information:ⓘ
NVIDIA GeForce 9400 - VRAM: 256 MB
iMac 1920 x 1080
Disk Information:ⓘ
WDC WD5000AAKS-40V2B0 disk0: (500.11 GB) (Rotational)
[Show SMART report]
(disk0s1) <not mounted> [EFI]: 210 MB
(disk0s2) <not mounted> [CoreStorage Container]: 499.25 GB
(disk0s3) <not mounted> [Recovery]: 650 MB
HL-DT-ST DVDRW GA11N ()
USB Information:ⓘ
USBBus
Apple Inc. BRCM2046 Hub
Apple Inc. Bluetooth USB Host Controller
USBBus
Apple Computer, Inc. IR Receiver
USB20Bus
USB20Bus
Apple Inc. Built-in iSight
Apple, Inc. Keyboard Hub
Apple, Inc Apple Keyboard
Virtual disks:ⓘ
Macintosh HD (disk1 - Journaled HFS+) / [Startup]: 498.91 GB (390.97 GB free)
Encrypted AES-XTS (Unlocked)
Physical disk: disk0s2 499.25 GB Online
System Software:ⓘ
OS X El Capitan 10.11.6 (15G1611) - Time since boot: less than an hour
Gatekeeper:ⓘ
Mac App Store and identified developers
Clean up:ⓘ
/Library/LaunchDaemons/.SM.gul.com.logmein.raupdate.plist (hidden)
/Library/Application Support/LogMeIn/update/raupdate /s
Executable not found!
/Library/LaunchDaemons/com.logmein.raupdate.plist
/Library/Application Support/LogMeIn/update/raupdate /s
Executable not found!
com.adobe.ARM.[...].plist
/Applications/Adobe Reader.app/Contents/MacOS/Updater/Adobe Reader Updater Helper.app/Contents/MacOS/Adobe Reader Updater Helper
Executable not found!
~/Library/LaunchAgents/com.apple.CSConfigDotMacCert-[redacted]@me.com-SharedSer vices.Agent.plist
/System/Library/Frameworks/CoreServices.framework/Frameworks/OSServices.framewo rk/Versions/A/Support/CSConfigDotMacCert -l ~/Library/Logs/CSConfigDotMacCert.log -u [redacted]@me.com -t SharedServices -s
Executable not found!
4 orphan files found. [Clean up]
Kernel Extensions:ⓘ
/Applications/Webroot SecureAnywhere.app
[loaded] com.webroot.driver.WebrootSecureAnywhere (9.0.5 - SDK 10.9) [Lookup]
/Library/Application Support/LogMeIn/drivers
[loaded] com.logmein.driver.LogMeInSoundDriver (4.1.5851) [Lookup]
/System/Library/Extensions
[not loaded] com.seagate.driver.PowSecDriverCore (5.2.7 (26995) - SDK 10.4) [Lookup]
/System/Library/Extensions/Seagate Storage Driver.kext/Contents/PlugIns
[not loaded] com.seagate.driver.PowSecLeafDriver_10_4 (5.2.7 (26995) - SDK 10.4) [Lookup]
[not loaded] com.seagate.driver.PowSecLeafDriver_10_5 (5.2.7 (26995) - SDK 10.5) [Lookup]
[not loaded] com.seagate.driver.SeagateDriveIcons (5.2.7 (26995) - SDK 10.4) [Lookup]
System Launch Agents:ⓘ
[not loaded] 8 Apple tasks
[loaded] 156 Apple tasks
[running] 75 Apple tasks
System Launch Daemons:ⓘ
[not loaded] 46 Apple tasks
[loaded] 157 Apple tasks
[running] 87 Apple tasks
Launch Agents:ⓘ
[running] .SM.gul.com.trusteer.rapport.rapportd.plist (hidden) (Trusteer LTD - installed 2017-07-20) [Lookup]
/Library/Rapport/bin/rapportd.app/Contents/MacOS/rapportd
[failed] com.adobe.ARMDCHelper.cc24aef4a1b90ed56a725c38014c95072f92651fb65e1bf9c8e43c37a2 3d420d.plist (Adobe Systems, Inc. - installed 2017-01-11) [Lookup]
[loaded] com.google.keystone.agent.plist (Google, Inc. - installed 2017-07-10) [Lookup]
[running] com.hp.help.tocgenerator.plist (? 11d191c4 a5335bcc - installed 2009-11-14) [Lookup]
[running] com.logmein.logmeingui.plist (LogMeIn, Inc. - installed 2016-03-03) [Lookup]
[loaded] com.logmein.logmeinguiagent.plist (LogMeIn, Inc. - installed 2016-03-03) [Lookup]
[not loaded] com.logmein.logmeinguiagentatlogin.plist (LogMeIn, Inc. - installed 2016-03-03) [Lookup]
[loaded] com.oracle.java.Java-Updater.plist (? f3af0606 be93c7fb - installed 2017-05-21) [Lookup]
[not loaded] com.teamviewer.teamviewer.plist (TeamViewer GmbH - installed 2016-04-22) [Lookup]
[not loaded] com.teamviewer.teamviewer_desktop.plist (TeamViewer GmbH - installed 2016-02-15) [Lookup]
[running] com.trusteer.rapport.rapportd.plist (Trusteer LTD - installed 2017-07-20) [Lookup]
[not loaded] com.webroot.WRMacApp.plist (Webroot Software, Inc. - installed 2017-06-12) [Lookup]
[running] com.webroot.WRMacBackNSync.plist (? 5d873754 b8ec72d1 - installed 2016-04-22) [Lookup]
Launch Daemons:ⓘ
[loaded] .SM.gul.com.logmein.raupdate.plist (hidden) (? c8be1d3f 0 - installed 2014-04-12) [Lookup]
/Library/Application Support/LogMeIn/update/raupdate /s - /Library/Application Support/LogMeIn/update/raupdate: Executable not found!
[running] .SM.gul.com.trusteer.rooks.rooksd.plist (hidden) (Trusteer LTD - installed 2017-06-22) [Lookup]
/Library/Rapport/bin/rooksd
[loaded] com.adobe.ARMDC.Communicator.plist (Adobe Systems, Inc. - installed 2017-01-11) [Lookup]
[loaded] com.adobe.ARMDC.SMJobBlessHelper.plist (Adobe Systems, Inc. - installed 2017-01-11) [Lookup]
[loaded] com.adobe.fpsaud.plist (? 2afb3af7 85012398 - installed 2017-07-24) [Lookup]
[loaded] com.google.keystone.daemon.plist (Google, Inc. - installed 2017-07-27) [Lookup]
[not loaded] com.logmein.logmeinserver.plist (LogMeIn, Inc. - installed 2016-03-03) [Lookup]
[loaded] com.logmein.raupdate.plist (? c8be1d3f 0 - installed 2014-04-12) [Lookup] - /Library/Application Support/LogMeIn/update/raupdate: Executable not found!
[loaded] com.malwarebytes.HelperTool.plist (Malwarebytes Corporation - installed 2017-02-07) [Lookup]
[running] com.microsoft.autoupdate.helper.plist (Microsoft Corporation - installed 2017-04-11) [Lookup]
[loaded] com.oracle.java.Helper-Tool.plist (Shell Script e3fefdd2 - installed 2017-03-15) [Lookup]
[running] com.seagate.TBDecorator.plist (? 595582c 212092b1 - installed 2015-11-02) [Lookup]
[loaded] com.teamviewer.Helper.plist (TeamViewer GmbH - installed 2016-02-15) [Lookup]
[not loaded] com.teamviewer.teamviewer_service.plist (TeamViewer GmbH - installed 2016-04-22) [Lookup]
[running] com.trusteer.rooks.rooksd.plist (Trusteer LTD - installed 2017-06-22) [Lookup]
[running] com.webroot.security.mac.plist (? e491c976 4adb0441 - installed 2017-06-12) [Lookup]
[running] com.webroot.webfilter.mac.plist (Webroot Software, Inc. - installed 2017-06-08) [Lookup]
User Launch Agents:ⓘ
[failed] com.adobe.ARM.[...].plist (? c8cc50de 0 - installed 2012-10-06) [Lookup] - /Applications/Adobe Reader.app/Contents/MacOS/Updater/Adobe Reader Updater Helper.app/Contents/MacOS/Adobe Reader Updater Helper: Executable not found!
[running] com.akamai.single-user-client.plist (? 2ba8a9b4 6a3689c4 - installed 2017-01-23) [Lookup]
[failed] com.apple.CSConfigDotMacCert-[redacted]@me.com-SharedServices.Agent.plist (? ? ? - installed 2009-11-03) - /System/Library/Frameworks/CoreServices.framework/Frameworks/OSServices.framewo rk/Versions/A/Support/CSConfigDotMacCert: Executable not found!
[loaded] com.apple.SafariBookmarksSyncer.plist (? ? ? - installed 2009-11-30)
User Login Items:ⓘ
Mail Application
(/Applications/Mail.app)
Seagate Dashboard Application
(/Applications/Seagate Dashboard.app)
Garmin Express Service Application (Garmin International - installed 2017-08-16)
(/Applications/Garmin Express.app/Contents/Library/LoginItems/Garmin Express Service.app)
HP Scheduler Application - Hidden
(/Library/Application Support/Hewlett-Packard/Software Update/HP Scheduler.app)
Internet Plug-ins:ⓘ
AdobePDFViewerNPAPI: 17.012.20095 (installed 2017-08-14) [Lookup]
Flash Player: 26.0.0.151 (installed 2017-08-08) [Lookup]
AdobePDFViewer: 17.012.20095 (installed 2017-08-14) [Lookup]
LogMeInSafari32: 1.0.730 (installed 2012-07-11) [Lookup]
googletalkbrowserplugin: 5.41.3.0 (installed 2015-12-11) [Lookup]
iPhotoPhotocast: 7.0 (installed 2010-04-27)
DirectorShockwave: 11.5.9r615 (installed 2010-11-09) [Lookup]
QuickTime Plugin: 7.7.3 (installed 2017-07-20)
LogMeInSafari64: 1.0.730 (installed 2012-07-11) [Lookup]
FlashPlayer-10.6: 26.0.0.151 (installed 2017-08-08) [Lookup]
GarminGpsControl: 4.2.0.0 (installed 2014-03-31) [Lookup]
nplastpass: 2.5.5 (installed 2015-09-15) [Lookup]
Silverlight: 5.1.10411.0 (installed 2012-08-14) [Lookup]
CouponPrinter-FireFox: Version 1.1.5 (installed 2010-02-01) [Lookup]
LogMeIn: 1.0.730 (installed 2012-07-11) [Lookup]
Default Browser: 601 (installed 2016-07-19)
Flip4Mac WMV Plugin: 2.4.1.4 (installed 2012-02-11) [Lookup]
o1dbrowserplugin: 5.41.3.0 (installed 2015-12-16) [Lookup]
JavaAppletPlugin: Java 8 Update 131 build 11 (installed 2017-05-21) Check version
OfficeLiveBrowserPlugin: 12.3.6 (installed 2013-03-12) [Lookup]
User internet Plug-ins:ⓘ
Picasa: 1.0 (installed 2015-02-13) [Lookup]
Safari Extensions:ⓘ
[enabled] LastPass - LastPass - https://lastpass.com (installed 2016-02-22)
3rd Party Preference Panes:ⓘ
Akamai NetSession Preferences (installed 2017-01-23) [Lookup]
Flash Player (installed 2017-07-24) [Lookup]
Java (installed 2017-05-21) [Lookup]
Paragon NTFS for Mac ® OS X (installed 2016-02-22) [Lookup]
Seagate Dashboard for Mac OSX (installed 2017-04-07) [Lookup]
Trusteer Endpoint Protection (installed 2017-07-20) [Lookup]
Time Machine:ⓘ
Mobile backups: OFF
Auto backup: YES
Volumes being backed up:
Macintosh HD: Disk size: 498.91 GB Disk used: 107.94 GB
Destinations:
Seagate Backup Plus Drive [Local]
Total size: 999.86 GB
Total number of backups: 57
Oldest backup: 2/15/17, 3:32 PM
Last backup: 8/24/17, 5:27 PM
Size of backup disk: Adequate
Backup size 999.86 GB > (Disk used 107.94 GB X 3)
Top Processes by CPU:ⓘ
15% mds
5% mdworker
5% WindowServer
5% mdworker
5% mdworker
Top Processes by Memory:ⓘ
903 MB kernel_task
454 MB com.apple.WebKit.WebContent
284 MB Safari
278 MB mds_stores
138 MB WindowServer
Top Processes by Energy Use:ⓘ
11.70 mds
9.84 WindowServer
5.04 mdworker
2.50 mds_stores
Virtual Memory Information:ⓘ
5.30 GB Available RAM
1.85 GB Free RAM
6.70 GB Used RAM
3.45 GB Cached files
0 B Swap Used
Software installs:ⓘ
Adobe Flash Player: (installed 2017-08-08)
Adobe Acrobat Reader DC (17.012.20093): (installed 2017-08-10)
Adobe Acrobat Reader DC (17.012.20095): (installed 2017-08-14)
Garmin Express: (installed 2017-08-16)
Google Earth: (installed 2017-08-23)
Install information may not be complete.
Diagnostics Information:ⓘ
2017-08-23 21:58:14 WFDaemon Crash [Open]
Cause: abort() called
terminating with uncaught exception of type std::length_error: basic_string
2017-08-23 13:25:23 Spotlight.app Crash [Open]
Cause: objc_msgSend() selector name: release
2017-08-22 17:04:11 com.apple.WebKit.WebContent High CPU use [Open] [Details]