Script that sends files to trash on MacOS, based on https://apple.stackexchange.com/a/162354/25276 and https://gist.github.com/anthonyjsmith/e0d482bc3fe8ef9e0eb698757efc7624

trash.py

#!/usr/bin/env python3
"""Send files to MacOS trash bin via applescript."""
import os
from pathlib import Path
import sys
import subprocess
from typing import Iterable, Union


def trash(paths: Iterable[Union[str, Path]]) -> int:
    """Send paths to trash via applescript."""
    cmds = []
    for path in paths:
        cmds.append(f'the POSIX file "{path}"')
    cmd = [
        "osascript",
        "-e",
        f'tell app "Finder" to move {{ {", ".join(cmds)} }} to trash',
    ]
    return subprocess.call(cmd, stdout=subprocess.DEVNULL)


def cli() -> None:
    """Provide basic CLI for trash command."""
    if len(sys.argv) > 1:
        paths = []
        for arg in sys.argv[1:]:
            p = Path(arg).expanduser().resolve()
            if p.exists():
                paths.append(p)
            else:
                print(
                    f"{sys.argv[0]}: {arg}: No such file or directory",
                    file=sys.stderr,
                )
        returncode = trash(paths)
        sys.exit(returncode if len(paths) == len(sys.argv[1:]) else 1)
    else:
        sys.stderr.write(
            "usage: %s file(s)\n"
            "       move file(s) to Trash\n" % os.path.basename(sys.argv[0])
        )
        sys.exit(64)  # matches what rm does on my system


if __name__ == "__main__":
    cli()