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Only more recent versions of TSVN and TCVS are able to share overlay icons, and since Explorer has a limit of 14 overlay images in total with extraneous overlay icons To complete Johannes's answer, you can check this thread, which mentions another cause (the first one being installing the 32bit client instead of the 64 one) (emphasis mine):
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Is the list of 15 overlays determined at run-time? Seems like the overlay handlers might sometimes tell the windows shell that there are no icons to add to the list. The three that are there now are added by Windows and I would assume they'd be there as soon as the OS installed. This implies that 2-3 items were added between the DropBox & TSVN blocks. I also assume the block of TSVN keys move up/down in unison, therefore they were bumped down either two or three places (* see below). #15 never worked on this machine so i know it was never in the top 11). I know that based on the overlays that worked prior to a couple of days ago, keys 1-3, 7-9, 12-13 were all <= 11 in the list (not sure if overlay #14 ever worked since I never had files w/ read-only status. Below deals with wondering why this suddenly happened. With the above I had everything I needed to solve the problem (either rename or or delete entries so that the TSVN entries I want working are <= #11 on the list). When I modified the order of above entries by adding 'z' to the start of some of them, again only the first 11 overlays (under the updated order) would display.
I verified that only the overlays corresponding to the first 11 entries display in Explorer. Here is what I had in the icon overlay registry section after the problem started ( HKEY_LOCAL_MACHINE\SOFTWARE\Microsoft\Windows\CurrentVersion\explorer\ShellIconOverlayIdentifiers): I did nothing involving changing settings for either app to cause them to stop working.
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In my case TSVN and DropBox were installed the same day I did the OS install and the overlays worked fine until a couple of days ago. I've only ever had the 圆4 version of TSVN installed on this machine.
The info from some of the other answers gave me all the info. I had the same issue as the OP: Win 7 (圆4), TortoiseSVN (圆4), and DropBox (x86). After looking through the source code, I found the pertinent information: The TortoiseSVN Shell extensions are nicely named so you know what they do, the TortoiseCVS extensions are not.
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Again, at your own risk (editing the registry may blow up your computer, yada, yada, yada - and if you are reading Stack Overflow and using Windows and haven't edited the registry, you are a rare beast indeed), feel free to rename them (I suggest putting numbers in front of the ones you want to use and "z_"'s prefixed to the ones you don't need). This is because the overlay icons are used in alphabetical order. If you are using TortoiseCVS (and have nothing else using overlay icons), you will get a couple of TortoiseSVN Icons, and all of your TortoiseCVS icons. You can see what overlays are set up, and change them (at your own risk) in the registry here: HKEY_LOCAL_MACHINE\SOFTWARE\Microsoft\Windows\CurrentVersion\explorer\ShellIconOverlayIdentifiers Programs like Office Groove, Dropbox, Mozy, Carbonite, etc, will hijack a bunch of the 11 possible overlay icons (boy would it be nice if Microsoft upped the number of these as the number of applications that use them seem to increase and increase). Windows can only show a limited number of Overlay Icons ( 15 total, 11 after what Windows uses).