I haven't done any testing on the matter, but I am getting an error  
uploading a portrait:

Site Error

An error was encountered while publishing this resource.

ValueError
Sorry, a site error occurred.

Traceback (innermost last):

     * Module ZPublisher.Publish, line 196, in publish_module_standard
     * Module Products.PlacelessTranslationService.PatchStringIO,  
line 34, in new_publish
     * Module ZPublisher.Publish, line 146, in publish
     * Module Zope2.App.startup, line 222, in zpublisher_exception_hook
     * Module ZPublisher.Publish, line 115, in publish
     * Module ZPublisher.mapply, line 88, in mapply
     * Module ZPublisher.Publish, line 41, in call_object
     * Module Products.CMFFormController.FSControllerPageTemplate,  
line 90, in __call__
     * Module Products.CMFFormController.BaseControllerPageTemplate,  
line 28, in _call
     * Module Products.CMFFormController.ControllerBase, line 245, in  
getNext
       __traceback_info__: ['id = base_edit', 'status = success',  
'button=None', 'errors={}', 'context=<Account at spanky>', "kwargs= 
{'portal_status_message': 'Changes saved.'}", 'next_action=None', '']
     * Module Products.CMFFormController.Actions.TraverseTo, line 38,  
in __call__
     * Module ZPublisher.mapply, line 88, in mapply
     * Module ZPublisher.Publish, line 41, in call_object
     * Module Products.CMFFormController.FSControllerPythonScript,  
line 106, in __call__
     * Module Products.CMFFormController.ControllerBase, line 245, in  
getNext
       __traceback_info__: ['id = content_edit', 'status = success',  
'button=None', 'errors={}', 'context=<Account at spanky>', "kwargs= 
{'portal_status_message': 'Changes saved.'}", 'next_action=None', '']
     * Module Products.CMFFormController.Actions.TraverseTo, line 38,  
in __call__
     * Module ZPublisher.mapply, line 88, in mapply
     * Module ZPublisher.Publish, line 41, in call_object
     * Module Products.CMFFormController.FSControllerPythonScript,  
line 106, in __call__
     * Module Products.CMFFormController.ControllerBase, line 245, in  
getNext
       __traceback_info__: ['id = validate_integrity', 'status =  
success', 'button=None', 'errors={}', 'context=<Account at spanky>',  
"kwargs={'portal_status_message': 'Changes saved.'}",  
'next_action=None', '']
     * Module Products.CMFFormController.Actions.TraverseTo, line 38,  
in __call__
     * Module ZPublisher.mapply, line 88, in mapply
     * Module ZPublisher.Publish, line 41, in call_object
     * Module Products.CMFFormController.FSControllerPythonScript,  
line 106, in __call__
     * Module Products.CMFFormController.ControllerBase, line 245, in  
getNext
       __traceback_info__: ['id = choose_destination', 'status =  
edit', 'button=None', 'errors={}', 'context=<Account at spanky>',  
"kwargs={'portal_status_message': 'Changes saved.'}",  
'next_action=None', '']
     * Module Products.CMFFormController.Actions.TraverseToAction,  
line 80, in __call__
     * Module Products.CMFFormController.Actions.TraverseTo, line 38,  
in __call__
     * Module ZPublisher.mapply, line 88, in mapply
     * Module ZPublisher.Publish, line 41, in call_object
     * Module Products.CMFFormController.FSControllerPageTemplate,  
line 90, in __call__
     * Module Products.CMFFormController.BaseControllerPageTemplate,  
line 31, in _call
     * Module Shared.DC.Scripts.Bindings, line 311, in __call__
     * Module Shared.DC.Scripts.Bindings, line 348, in _bindAndExec
     * Module Products.CMFCore.FSPageTemplate, line 195, in _exec
     * Module Products.CacheSetup.patch_cmf, line 50, in FSPT_pt_render
     * Module Products.CacheSetup.patch_cmf, line 116, in PT_pt_render
       <FSControllerPageTemplate at /plone/base_edit used for /plone/ 
portal_memberdata/spanky>
     * Module TAL.TALInterpreter, line 238, in __call__
     * Module TAL.TALInterpreter, line 281, in interpret
     * Module TAL.TALInterpreter, line 728, in do_defineMacro
     * Module TAL.TALInterpreter, line 281, in interpret
     * Module TAL.TALInterpreter, line 457, in do_optTag_tal
     * Module TAL.TALInterpreter, line 442, in do_optTag
     * Module TAL.TALInterpreter, line 437, in no_tag
     * Module TAL.TALInterpreter, line 281, in interpret
     * Module TAL.TALInterpreter, line 749, in do_useMacro
     * Module TAL.TALInterpreter, line 281, in interpret
     * Module TAL.TALInterpreter, line 457, in do_optTag_tal
     * Module TAL.TALInterpreter, line 442, in do_optTag
     * Module TAL.TALInterpreter, line 437, in no_tag
     * Module TAL.TALInterpreter, line 281, in interpret
     * Module TAL.TALInterpreter, line 749, in do_useMacro
     * Module TAL.TALInterpreter, line 281, in interpret
     * Module TAL.TALInterpreter, line 507, in do_setLocal_tal
     * Module Products.PageTemplates.TALES, line 221, in evaluate
       URL: file:CMFPlone/skins/plone_templates/global_defines.pt
       Line 3, Column 0
       Expression: standard:'plone_view/globalize'
       Names:

       {'container': <PloneSite at /plone>,
        'context': <Account at /plone/portal_memberdata/spanky>,
        'default': <Products.PageTemplates.TALES.Default instance at  
0x2aaebe930e18>,
        'here': <Account at /plone/portal_memberdata/spanky>,
        'loop': <Products.PageTemplates.TALES.SafeMapping object at  
0x2aaaad8e4a70>,
        'modules':  
<Products.PageTemplates.ZRPythonExpr._SecureModuleImporter instance  
at 0x2aaebe92f5a8>,
        'nothing': None,
        'options': {'args': (),
                    'state':  
<Products.CMFFormController.ControllerState.ControllerState object at  
0x2aaaad433f10>},
        'repeat': <Products.PageTemplates.TALES.SafeMapping object at  
0x2aaaad8e4a70>,
        'request': <HTTPRequest, URL=http://stage.st.barths.com/ 
portal_memberdata/spanky/base_edit>,
        'root': <Application at >,
        'template': <FSControllerPageTemplate at /plone/base_edit  
used for /plone/portal_memberdata/spanky>,
        'traverse_subpath': [],
        'user': <MembraneUser 'spanky'>}

     * Module Products.PageTemplates.Expressions, line 185, in __call__
     * Module Products.PageTemplates.Expressions, line 180, in _eval
     * Module Products.PageTemplates.Expressions, line 85, in render
     * Module Products.CMFPlone.browser.plone, line 66, in globalize
     * Module Products.CMFPlone.browser.plone, line 118, in  
_initializeData
     * Module Products.CMFPlone.ActionsTool, line 47, in  
listFilteredActionsFor
     * Module Products.CMFPlone.ActionsTool, line 34, in _getActions
     * Module Products.CMFCore.ActionProviderBase, line 107, in  
listActionInfos
     * Module Products.CMFCore.ActionInformation, line 87, in  
__getitem__
     * Module Products.CMFCore.ActionInformation, line 116, in  
_checkCondition
     * Module Products.CMFCore.ActionInformation, line 236, in  
testCondition
     * Module Products.CMFCore.Expression, line 44, in __call__
     * Module Products.PageTemplates.Expressions, line 185, in __call__
     * Module Products.PageTemplates.Expressions, line 180, in _eval
     * Module Products.PageTemplates.Expressions, line 77, in render
     * Module Products.PageTemplates.ZRPythonExpr, line 76, in  
call_with_ns
     * Module Products.CMFCore.FSPythonScript, line 103, in  
__render_with_namespace__
     * Module Shared.DC.Scripts.Bindings, line 325, in  
__render_with_namespace__
     * Module Shared.DC.Scripts.Bindings, line 348, in _bindAndExec
     * Module Products.CMFCore.FSPythonScript, line 164, in _exec
     * Module None, line 18, in externalEditorEnabled
       <FSPythonScript at /plone/externalEditorEnabled used for / 
plone/portal_memberdata/spanky>
       Line 18
     * Module Products.remember.content.member, line 339, in getProperty
     * Module Products.remember.content.member, line 131, in getUser
     * Module Products.PluggableAuthService.PluggableAuthService,  
line 224, in getUserById
     * Module Products.PluggableAuthService.PluggableAuthService,  
line 731, in _findUser
     * Module Products.membrane.plugins.propertymanager, line 97, in  
getPropertiesForUser
     * Module Products.membrane.factories.properties, line 62, in  
getPropertiesForUser
     * Module Products.PluggableAuthService.UserPropertySheet, line  
99, in __init__
     * Module Products.PluggableAuthService.UserPropertySheet, line  
77, in _guessSchema

ValueError: Property portrait: unknown type (Also, the following  
error occurred while attempting to render the standard error message,  
please see the event log for full details: Property portrait: unknown  
type)

Troubleshooting Suggestions

     * The URL may be incorrect.
     * The parameters passed to this resource may be incorrect.
     * A resource that this resource relies on may be encountering an  
error.

For more detailed information about the error, please refer to the  
error log.

If the error persists please contact the site maintainer. Thank you  
for your patience.