Upload method will be: bootloader
Uploading via Bootloader 
ol.exe --chip esp32 --port "COM3" --baud 2000000 --before default_reset --after hard_reset write_flash -z --flash_mode dio --flash_freq 80m --flash_size detect 0xe000 partitions/boot_app0.bin" 0x1000 tloader.bin" 0x10000 " 0x8000 titions.bin"
usage: esptool write_flash [-h] [--erase-all]
                           [--flash_freq {keep,40m,26m,20m,80m}]
                           [--flash_mode {keep,qio,qout,dio,dout}]
                           [--flash_size FLASH_SIZE]
                           [--spi-connection SPI_CONNECTION] [--no-progress]
                           [--verify] [--encrypt]
                           [--encrypt-files <address> <filename> [<address> <filename> ...]]
                           [--ignore-flash-encryption-efuse-setting]
                           [--compress | --no-compress]
                           <address> <filename> [<address> <filename> ...]
esptool write_flash: error: argument <address> <filename>: [Errno 2] No such file or directory: 1.ino.bootloader.bin'
The uploader process failed

removed by admin due to truncation. Please upload external .txt file.

Board Properties
name=TTGO T-Watch
 

Could you attach the full build output as a text file, so we can see all properties and output?

PS: The TWatch does not have some special button to start the upload process. It should be starting right away.