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1. Install AirMail on Raspberry Pi Bookworm arm64

AirMail is 32-bit Windows application. So we need to install box86 to emulate 32-bit Intel processor, and we would need to install wine86 to emulate Windows. box86 being 32-bit would need armhf (32-bit) runtime libraries.

2. Step 1. Box86

sudo apt update

sudo apt-get -y install build-essential mono-runtime git cmake cabextract \
  gcc-arm-linux-gnueabihf libc6-dev-armhf-cross zenity

sudo dpkg --add-architecture armhf
sudo apt-get -y install gcc-arm-linux-gnueabihf

sudo apt update

sudo apt-get -y install libegl-mesa0:armhf libgdm1:armhf libgl1-mesa-dri:armhf \
  libglapi-mesa:armhf libgles2-mesa:armhf libglu1-mesa:armhf libglx-mesa0:armhf \
  mesa-va-drivers:armhf mesa-vdpau-drivers:armhf mesa-vulkan-drivers:armhf \
  libsdl1.2debian:armhf libsdl2-2.0-0:armhf libudev1:armhf libllvm11:armhf \
  linux-libc-dev:armhf libncurses6:armhf libc6:armhf  libx11-6:armhf libgdk-pixbuf2.0-0:armhf \
  libgtk2.0-0:armhf libstdc++6:armhf libsdl2-2.0-0:armhf mesa-va-drivers:armhf \
  libsdl1.2-dev:armhf libsdl-mixer1.2:armhf libpng16-16:armhf libcal3d12v5:armhf \
  libsdl2-net-2.0-0:armhf libopenal1:armhf libsdl2-image-2.0-0:armhf \
  libvorbis-dev:armhf libcurl4:armhf libjpeg62:armhf  libudev1:armhf \
  libgl1-mesa-dev:armhf  libx11-dev:armhf libsmpeg0:armhf libavcodec58:armhf \
  libavformat58:armhf libswscale5:armhf libsdl2-image-2.0-0:armhf \
  libsdl2-mixer-2.0-0:armhf gcc-arm-linux-gnueabihf

sudo wget https://ryanfortner.github.io/box86-debs/box86.list \
  -O /etc/apt/sources.list.d/box86.list
wget -qO- https://ryanfortner.github.io/box86-debs/KEY.gpg | gpg --dearmor \
  | sudo tee /usr/share/keyrings/box86-debs-archive-keyring.gpg
sudo apt update && sudo apt-get -y install box86-rpi4arm64:armhf
for raspberry pi5 you need to switch kernel page size to 4k. See: https://github.com/ptitSeb/box86/issues/912#issuecomment-1879902474

in /boot/firmware/config.txt:

# To switch kernel page size to 4k
kernel=kernel8.img

and reboot

3. Step 2. Wine86

# Wine
sudo apt-get -y install libasound2:armhf libc6:armhf libglib2.0-0:armhf \
 libgphoto2-6:armhf libgphoto2-port12:armhf libgstreamer-plugins-base1.0-0:armhf \
 libgstreamer1.0-0:armhf libldap-common:armhf libopenal1:armhf libpcap0.8:armhf \
 libpulse0:armhf libsane1:armhf libudev1:armhf libunwind8:armhf libusb-1.0-0:armhf \
 libvkd3d1:armhf libx11-6:armhf libxext6:armhf ocl-icd-libopencl1:armhf \
 libasound2-plugins:armhf libncurses6:armhf libtinfo5:armhf libasound2:armhf \
 libc6:armhf libglib2.0-0:armhf libgphoto2-6:armhf libgphoto2-port12:armhf \
 libgstreamer-plugins-base1.0-0:armhf libgstreamer1.0-0:armhf libopenal1:armhf \
 libpcap0.8:armhf libpulse0:armhf libsane1:armhf libudev1:armhf libunwind8:armhf \
 libusb-1.0-0:armhf libvkd3d1:armhf libx11-6:armhf libxext6:armhf ocl-icd-libopencl1:armhf \
 libasound2-plugins:armhf libncurses6:armhf libmpeg2-4:armhf libmpeg2encpp-2.1-0:armhf \
 libtinfo6:armhf libmpg123-0:armhf libtinfo5:armhf libxslt1.1:armhf

cd ~/Downloads

wget https://dl.winehq.org/wine-builds/debian/dists/bookworm/main/binary-i386/wine-stable-i386_6.0.4~bookworm-1_i386.deb
wget https://dl.winehq.org/wine-builds/debian/dists/bookworm/main/binary-i386/wine-stable_6.0.4~bookworm-1_i386.deb
dpkg-deb -xv wine-stable-i386_6.0.4~bookworm-1_i386.deb wine-installer
dpkg-deb -xv wine-stable_6.0.4~bookworm-1_i386.deb wine-installer

rm -rf ~/wine
mv ~/Downloads/wine-installer/opt/wine* ~/wine
rm -rf wine-installer
cd ~

sudo ln -s ~/wine/bin/wine /usr/local/bin/wine
sudo ln -s ~/wine/bin/wineboot /usr/local/bin/wineboot
sudo ln -s ~/wine/bin/winecfg /usr/local/bin/winecfg
sudo ln -s ~/wine/bin/wineserver /usr/local/bin/wineserver
sudo chmod +x /usr/local/bin/wine /usr/local/bin/wineboot /usr/local/bin/winecfg /usr/local/bin/wineserver

# Wine tricks are optional
wget https://raw.githubusercontent.com/Winetricks/winetricks/master/src/winetricks
sudo mv winetricks /usr/local/bin/
sudo chmod +x /usr/local/bin/winetricks

sudo apt-get -y install winbind

4. Step 3. Wine86 config

# wait for it to complete. It takes a while and opens and closes some windows
wineboot --init

# Optional step. Where you can choose windows version, font sizes, etc in GUI window
winecfg

You can increase your font size if it is too small under 'Graphics' menu.

5. Step 4. Download AirMail

cd ~
wget http://siriuscyber.net/sailmail/amsm35054b.exe

6. Step 5. Install AirMail

cd ~
wine amsm35054b.exe

7. Step 6. Run AirMail

# To run AirMail
cd ~/.wine/drive_c/Program\ Files/Airmail
wine Airmail3.exe

Go into Tools→Options→Spellcheck and uncheck all boxes. (This reportedly fixes some typing re-draw issues).

If you have two 'Radio' menu entries in applications menu.

rm ~/.local/share/desktop-directories/wine-Programs-Radio.directory