User Answers

Studio behaves really annoyingly if it loses its TCP/IP connection, as you described. I don't know how to prevent that. You probably don't have to restart HealthShare, though. When the crash happens, don't close the dialog immediately. Instead, first remove all locks for the process Studio was connected to; it shouldn't be too hard to find. (Something like System Operation -> Locks -> Manage Locks, I don't have access to a HealthShare instance right now.) Then allow Studio to reconnect, which should now work without issues.

If you massage the timestamp format a bit so it is ISO8601/XSD compatible, you can use the XSDToLogical method of %TimeStamp to do the conversion for you:

DEV>Set ts = "2018-02-01 00:00:00+0600"
DEV>Set ts = $Translate(ts, " ", "T")
DEV>Set ts = $Extract(ts, 1, *-2)_":"_$Extract(ts, *-1, *)
DEV>Write ts
DEV>Write ##class(%TimeStamp).XSDToLogical(ts)
2018-01-31 18:00:00

I have not run into this problem. Also, it appears that Caché already adds the Content-Length header:

The error message tells you what the problem is. It claims there is no end tag for CardType. If you look closely, you'll see that there is a space between "</" and "CardType>". Remove that, and the message will parse correctly. (Kudos for giving complete information and copy/pasting instead of retyping!)

One of the settings for this service (category Additional settings) is Charset. This allows you to specify the file charset. Did you try setting this to UTF-8?