I've a similar (I think) problem with office 2010.
After upgrading from 16.04 LTS to 18.04 LTS The application is not starting anymore.
I see the following errors in debug mode
Any suggestion will be appreciated
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18 17:40:54] - Running wine-1.7.22 EXCEL.EXE (Working directory : /home/dex/.PlayOnLinux/wineprefix/Office2010/drive_c/Program Files/Microsoft Office/Office14)
Wine cannot find the FreeType font library. To enable Wine to
use TrueType fonts please install a version of FreeType greater than
or equal to 2.0.5.
http://www.freetype.org
fixme:heap:HeapSetInformation 0x110000 1 (nil) 0
fixme:heap:HeapSetInformation 0x110000 1 (nil) 0
fixme:heap:HeapSetInformation 0x110000 1 (nil) 0
fixme:advapi:RegisterTraceGuidsA (0x30f9703e, 0x31034a58, {8736922d-e8b2-47eb-8564-23e77e728cf3}, 1, 0x33fcac, (null), (null), 0x31034a58): stub
fixme:heap:HeapSetInformation 0x110000 1 (nil) 0
fixme:advapi:RegisterTraceGuidsA (0x39b19f12, 0x3a048568, {8736922d-e8b2-47eb-8564-23e77e728cf3}, 1, 0x33f6fc, (null), (null), 0x3a048568): stub
fixme:advapi:RegisterTraceGuidsW (0x39b19f12, 0x3a05d4c8, {a019725f-cff1-47e8-8c9e-8fe2635b6388}, 1, 0x33f670, (null), (null), 0x3a05d4c8): stub
fixme:process:SetProcessDEPPolicy (1): stub
fixme:imm:ImmDisableIME (39): stub
fixme:time:GetCalendarInfoW flag CAL_NOUSEROVERRIDE used, not fully implemented
fixme:time:GetCalendarInfoW flag CAL_NOUSEROVERRIDE used, not fully implemented
fixme:time:GetCalendarInfoW flag CAL_NOUSEROVERRIDE used, not fully implemented
fixme:time:GetCalendarInfoW flag CAL_NOUSEROVERRIDE used, not fully implemented
fixme:time:GetCalendarInfoW flag CAL_NOUSEROVERRIDE used, not fully implemented
fixme:time:GetCalendarInfoW flag CAL_NOUSEROVERRIDE used, not fully implemented
fixme:time:GetCalendarInfoW flag CAL_NOUSEROVERRIDE used, not fully implemented
fixme:time:GetCalendarInfoW . ....
"