Is there a limit on pinned taskbar items?

When you increase the size of a jumplist, the number of pinnable items on that jumplist increases accordingly. To increase the size of all jumplists (and thereby increase the maximum number of pinnable items):

1. Open regedit

2. Browse to the following key

   HKEY_CURRENT_USER\SOFTWARE\Microsoft\Windows\CurrentVersion\Explorer\Advanced

3. Add a new DWORD (32-bit) entry named JumpListItems_Maximum

4. Set the value of JumpListItems_Maximum to the number of items you want to see in your jumplists (e.g., 19 (if hex) or 25 (if decimal))

Alternatively, you can make the registry change by saving the following text into a file named jumpList.reg and then importing it into the registry using File > Import... within regedit:

Windows Registry Editor Version 5.00

[HKEY_CURRENT_USER\SOFTWARE\Microsoft\Windows\CurrentVersion\Explorer\Advanced]
"JumpListItems_Maximum"=dword:00000017

Sometimes the change takes effect immediately, but if not, don't forget to restart/new login!

You can only have up to 12 pinned items on any program.

What I suggest is making a folder with all the icons [RDP files] to the machines and pin it as a toolbar:

1. Create a folder named Remote Desktop (can be any name)

2. Right click on empty space on taskbar

3. Select Toolbars

4. Click New Toolbar

5. Locate to the folder and select it

(I suggest you keep them more organized, however.)

My pinned folder is the programs folder.