Step one for either SBS 2003 or SBS 2008 issues is to click on RESET Internet Explorer. 

Click to enlarge:

Click on tools, then on Tools, then on Internet Options, then on Advanced. Click on the Reset button.

When connecting via Remote Web Workplace to SBS 2008 ..if it fails perform the following checks:

1.  You have installed the self signed cert bundle on the remote machine (you can get around this one by using the Trusted Cert wizard and buying (and installing) a third party cert)

2.  The ActiveX control is installed and active (not disabled) in IE.

To work around this issue, follow these steps:

1. Start Internet Explorer.
2. Visit the Web site that is causing this problem.
3. If you are using Windows Internet Explorer 7, follow these steps: a. On the Tools menu, point to Manage Add-ons, and then click Enable or Disable Add-ons. The Manage Add-ons dialog box appears.
b. In the list of add-ins, search for the Microsoft Terminal Services Client Control ActiveX control or for the Microsoft RDP client Control ActiveX control.
c. Click the control, click Enable, and then click OK to close the Manage Add-ons dialog box.

If you are using Internet Explorer 6, follow these steps: a. On the Tools menu, click Manage Add-ons. The Manage Add-ons dialog box appears.
b. In the list of add-ins, search for the Microsoft Terminal Services Client Control ActiveX control or for the Microsoft RDP client Control ActiveX control.
c. Click the control, click Enable, and then click OK to close the Manage Add-ons dialog box.

4. Add the site to your Trusted Sites in Internet Explorer.
5. Restart Internet Explorer.
6. Try to connect to the remote computer. Or, try to start the remote application.
 

3.  Reregistering the ActiveX control  -- specifically - To solve this problem, run the Regsvr32.exe program to reregister the Mstscax.dll file. To do this, click Start, click Run, type regsvr32 %systemroot%\system32\mstscax.dll, and then click OK.  The bat file is here:  http://www.codeplex.com/sbs/Release/ProjectReleases.aspx?ReleaseId=18496

4.  If that all fails install RDPv7 - Description of the Remote Desktop Connection 7.0 client update for Remote Desktop Services (RDS) for Windows XP SP3, Windows Vista SP1, and Windows Vista SP2:
http://support.microsoft.com/kb/969084
 

When connecting via Remote Web Workplace to SBS 2003 ..if it fails perform the following checks:

1.  You have confirmed that the self signed cert has been properly installed  (see here for instructions specifically for Vista - http://msmvps.com/blogs/bradley/archive/2007/10/22/getting-rid-of-the-pink-aka-installing-a-self-signed-cert-in-vista.aspx

2.  The ActiveX control is installed and active (not disabled) in IE.

To work around this issue, follow these steps:

1. Start Internet Explorer.
2. Visit the Web site that is causing this problem.
3. If you are using Windows Internet Explorer 7, follow these steps: a. On the Tools menu, point to Manage Add-ons, and then click Enable or Disable Add-ons. The Manage Add-ons dialog box appears.
b. In the list of add-ins, search for the Microsoft Terminal Services Client Control ActiveX control or for the Microsoft RDP client Control ActiveX control.
c. Click the control, click Enable, and then click OK to close the Manage Add-ons dialog box.

If you are using Internet Explorer 6, follow these steps: a. On the Tools menu, click Manage Add-ons. The Manage Add-ons dialog box appears.
b. In the list of add-ins, search for the Microsoft Terminal Services Client Control ActiveX control or for the Microsoft RDP client Control ActiveX control.
c. Click the control, click Enable, and then click OK to close the Manage Add-ons dialog box.

4. Add the site to your Trusted Sites in Internet Explorer.
5. Restart Internet Explorer.
6. Try to connect to the remote computer. Or, try to start the remote application.
 

3.  Reregistering the ActiveX control  -- specifically - To solve this problem, run the Regsvr32.exe program to reregister the Mstscax.dll file. To do this, click Start, click Run, type regsvr32 %systemroot%\system32\mstscax.dll, and then click OK.  The bat file is here:  http://www.codeplex.com/sbs/Release/ProjectReleases.aspx?ReleaseId=18496

4.  If that all fails install RDPv7 - Description of the Remote Desktop Connection 7.0 client update for Remote Desktop Services (RDS) for Windows XP SP3, Windows Vista SP1, and Windows Vista SP2:
http://support.microsoft.com/kb/969084

 

 

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Review these KB articles:

After you apply a Windows XP service pack, the remote desktop session fails:
http://support.microsoft.com/kb/928055/en-us
 

You cannot connect to a remote computer or start a remote application when you use Terminal Services Web Access or Remote Web Workspace on a Windows XP SP3-based or Windows Small Business Server 2003 SP1-based computer:
http://support.microsoft.com/default.aspx?scid=kb;EN-US;951607