Cannot figure out how to diagnose a silent installer quit

[pozix604]

I would like to run Bluebook on a stock Debian 13 computer.

Bluebook is a Windows app that works with both Win11 and Win10. The installer is available at https://bluebook.app.collegeboard.org/windows.

Bottles is installed via Flatpak on Debian 13 running Gnome.

I created a bottle, and I can run the configuration and explorer. I copied the installed into drive_c to avoid any filesystem permissions issues. I've try to run it with both "Run Executable" as well as double clicking the installer via the Explorer. In both scenarios, the installer runs then silent quits.

I've tried to both leave the Working Directory as default as well as to set it to a specific directory, no difference.

How do I diagnose this kind of problem? I've attached a video of trying to run the installer.

Screencast.From.2025-09-21.11-54-01.mp4

Bottles Info:

Official Package: true
Version: '51.24'
DE/WM: gnome
Display:
    X.org: true
    X.org (port): :0
    Wayland: true
Graphics:
    vendors:
        intel:
            vendor: intel
            envs:
                DRI_PRIME: '1'
            icd: /usr/share/vulkan/icd.d/intel_hasvk_icd.x86_64.json:/usr/share/vulkan/icd.d/intel_icd.x86_64.json:/usr/lib/x86_64-linux-gnu/GL/vulkan/icd.d/intel_hasvk_icd.x86_64.json:/usr/lib/x86_64-linux-gnu/GL/vulkan/icd.d/intel_icd.x86_64.json:/usr/lib/i386-linux-gnu/GL/vulkan/icd.d/intel_icd.i686.json:/usr/lib/i386-linux-gnu/GL/vulkan/icd.d/intel_hasvk_icd.i686.json
    prime:
        integrated: null
        discrete: null
Kernel:
    Type: Linux
    Version: 6.12.38+deb13-amd64
Disk:
    Total: 16683655168
    Free: 16683483136
RAM:
    MemTotal: 31.1GiB
    MemAvailable: 24.1GiB
Bottles_envs: null