$ cat test.rb
#!/usr/bin/env winruby

print "Input someting: "
puts "Got: #{gets}"
sleep(100)

$ ./test.rb
/usr/bin/env: ‘winruby’: No such file or directory

tv185035@WCZTV185035-001 ~
$ winruby --version
ruby 2.5.1p57 (2018-03-29 revision 63029) [x64-mingw32]

tv185035@WCZTV185035-001 ~
$ env winruby --version
env: ‘winruby’: No such file or directory

tv185035@WCZTV185035-001 ~
$ which winruby
/home/tv185035/bin/winruby