Hello! Telegram Desktop relies on xdg-desktop-portal to show a file dialog if the org.freedesktop.portal.FileChooser interface is available. If not, tdesktop fallbacks to QFileDialog from Qt. A distinctive attribute is that the latter one has no preview. Upstream patched[1] Qt to display the preview panel. A similar patch could be applied to system-wide Qt.
Most bugs you reported are not related directly to Telegram Desktop source code. For instance, Telegram does remember a directory of last chosen file but is not able to provide the directory to the integration portals due to limitations[3] of their API. Unfortunately, Telegram Desktop does not write to the log.txt file any indications which file dialog is in use. [1]: https://github.com/desktop-app/patches/blob/master/qtbase_5_15_2/0011-add-preview-support-to-gtk-file-dialog.patch [2]: https://salsa.debian.org/debian/telegram-desktop/-/blob/a9ad183b61a1431180c4648f2271c3a801853995/Telegram/SourceFiles/platform/linux/linux_xdp_file_dialog.cpp#L292 [3]: https://flatpak.github.io/xdg-desktop-portal/#gdbus-method-org-freedesktop-portal-FileChooser.OpenFile
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