- 02 Dec 2025
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Legacy Helper Applications
- Updated on 02 Dec 2025
- 4 Minutes to read
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Action Needed: Upgrade to the New Microsoft Add-in for Outlook by January 10, 2026
The SSL certificate for the legacy Outlook Plugin will expire on January 10, 2026. After this date, the add-in will no longer be supported—please upgrade to Contract Insight version 22.4.0 or higher and use the new Microsoft Add-in for Outlook to maintain functionality.
Legacy Helper Applications
CobbleStone® Software Helper Applications
Welcome to CobbleStone® Software's Helper Applications page of the Documentation Wiki. All of our Contract Insight clients are free to use the helper applications provided on this page. Each of the links below will install an application on your computer through Microsoft's ClickOnce Install. To manually update any of the below applications, click Install Now for the applicable application. New versions can be found here.
CobbleStone® PC Helper App
(replaces Enterprise File Utility)
INSTALL NOW
CHECK REQUIREMENTS
Description:
- File upload and download tool. Can be used independently or with our Microsoft Word and Outlook plugins.
- Drag/Drop operations for uploading and downloading documents
- Access to Clause Library
- Add and update records for the main areas (Contracts, Requests, Purchase Orders, E-Sourcing/Solicitations, Vendors and Employees)
- Search for existing records and associated files
- Task alerts
- Integration with Microsoft Word (Optional)
- Integration with Microsoft Outlook (Optional)
Requirements:
Contract Insight Version 17.6.0 or higher
Microsoft Windows OS
Windows Installer 3.1
.NET Framework 4.5.2 or higher
TLS 1.2 or higher enabled
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Microsoft Word Plugin
INSTALL NOW
CHECK REQUIREMENTS
Description:
- Upload a document to Contract Insight directly from Microsoft Word
- Find and copy clauses into documents
- Add and update records for the main areas (Contracts, Requests, Purchase Orders, E-Sourcing, Vendors and Employees)
Requirements:
CobbleStone® PC Helper App or Enterprise File Utility
Contract Insight Version 17.6.0 or higher
Microsoft Windows OS
Microsoft Office 2010 or higher
Windows Installer 3.1
.NET Framework 4.5.2 or higher
TLS 1.2 or higher enabled

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Microsoft Outlook Plugin
Important Notice: Upcoming Changes to Outlook Plugin Support
Effective Date: January 10, 2026
The SSL certificate for the legacy VSTO Outlook Plugin will expire on January 10, 2026. After this date:
The old VSTO Outlook Plugin will no longer be supported.
Support will require upgrading Contract Insight to a minimum version of 22.4.0.
Users must transition to the new Microsoft Add-in for Outlook to ensure continued functionality and security.
Action Required:
Please upgrade to Contract Insight version 22.4.0 or higher and install the new Microsoft Add-in for Outlook before January 10, 2026 to avoid any disruption.
For detailed instructions on installing the new Microsoft Add-in for Outlook, visit:
INSTALL NOW
CHECK REQUIREMENTS
Description:
- Upload attachments to Contract Insight from Microsoft Outlook.
- Customizable ribbon buttons
- Add and update records for the main areas (Contracts, Requests, Purchase Orders, E-Sourcing, Vendors and Employees)
Requirements:
CobbleStone® PC Helper App or Enterprise File Utility
Contract Insight Version 17.6.0 or higher
Microsoft Windows OS
Microsoft Outlook 2013 or higher
Windows Installer 3.1
.NET Framework 4.5.2 or higher
TLS 1.2 or higher enabled
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Note: When installing the Outlook Toolbar Plug-In, close Outlook entirely and install the latest version of the Toolbar by navigating to CobbleStone® via the top navigation menu's Help item and select Helper Applications. Download the appropriate file and run it.
If the Toolbar is not displaying as intended, Open Outlook, Open the File menu and click Info. Once the page displays, click Manage COM Add-ins. A pop-up window displays. Next, select the CSOutlookSendFile item and enable the plug-in. Finally, close and restart Outlook. The plug-in should be operating as intended.

PDF OCR Utility
INSTALL NOW
CHECK REQUIREMENTS
Description:
CobbleStone® Software's PDF OCR Utility provides our clients with an easy-to-use OCR tool. This tool will convert any image-based PDF file into a text-searchable PDF File. PDF Files that are text-searchable can be searchable within Contract Insight's Full Text Indexing/Searching.
Requirements:
Microsoft Windows OS
Windows Installer 3.1
.NET Framework 3.5 SP1
PDF E-Sign Utility
INSTALL NOW
CHECK REQUIREMENTS
Description:
CobbleStone® Software's PDF E-Sign Utility provides our clients with an easy-to-use electronic signing of PDF Files. This tool will allow a user to select a PDF and "electronically sign" the file with either an image or by typing in their initials.
Requirements:
Microsoft Windows OS
Windows Installer 3.1
.NET Framework 3.5
Legacy Helper Application Silent Installations
Installation File Locations
These files are an alternative to the standard installation files found on the CobbleStone® wiki.
How to Install Silently
msiexec.exe /i "CobbleStone PC Helper App.msi" /QN /L*V "C:\Temp\msilog.log"
msiexec.exe /i "CobbleStone UploadAddInSetup.msi" /QN /L*V "C:\Temp\msilog.log"
msiexec.exe /i "CobbleStone ExcelPluginSetup.msi" /QN /L*V "C:\Temp\msilog.log"
cmd /C "Outlook Plugin.EXE"
These are commands to run from the Command Prompt. Log path and command arguments can be adjusted. These files can be used for installation other ways as well.
SSO Legacy Helper Application Silent Installations
Installation File Locations
These files are an alternative to the standard installation files found on the CobbleStone® wiki.
How to Install Silently
msiexec.exe /i "CobbleStone PC Helper App.msi" /QN /L*V "C:\Temp\msilog.log"
msiexec.exe /i "CobbleStone UploadAddInSetup.msi" /QN /L*V "C:\Temp\msilog.log"
msiexec.exe /i "CobbleStone ExcelPluginSetup.msi" /QN /L*V "C:\Temp\msilog.log"
cmd /C "Outlook Plugin.EXE"
These are commands to run from the Command Prompt. Log path and command arguments can be adjusted. These files can be used for installation other ways as well.
