Programmer is not responding

Using an Arduino Leonardo, but whenever I try to flash a .hex I get this error.

Caterina device connected (usbser): Arduino LLC (www.arduino.cc) Arduino Leonardo bootloader (COM9) (2341:0036:0001) [COM9]
Attempting to flash, please don't remove device
> 
> Connecting to programmer: .
> avrdude.exe: ser_drain(): read error: The I/O operation has been aborted because of either a thread exit or an application request.
> 
> 
> avrdude.exe: ser_send(): write error: sorry no info avail
> avrdude.exe: ser_recv(): read error: The device does not recognize the command.
> 
> 
> avrdude.exe: butterfly_recv(): programmer is not responding
> avrdude.exe: ser_send(): write error: sorry no info avail
> avrdude.exe: ser_recv(): read error: The device does not recognize the command.
> 
> 
> avrdude.exe: butterfly_recv(): programmer is not responding
> avrdude.exe: ser_recv(): read error: The device does not recognize the command.
> 
> 
> avrdude.exe: butterfly_recv(): programmer is not responding
> avrdude.exe: ser_send(): write error: sorry no info avail
> avrdude.exe: ser_recv(): read error: The device does not recognize the command.
> 
> 
> avrdude.exe: butterfly_recv(): programmer is not responding
> Found programmer: Id = "CATERIN"; type = >     Software Version = ã.É; Hardware Version = ÷.
> avrdude.exe: ser_send(): write error: sorry no info avail
> avrdude.exe: ser_recv(): read error: The device does not recognize the command.
> 
> 
> avrdude.exe: butterfly_recv(): programmer is not responding
> avrdude.exe: ser_send(): write error: sorry no info avail
> avrdude.exe: ser_recv(): read error: The device does not recognize the command.
> 
> 
> avrdude.exe: butterfly_recv(): programmer is not responding
> avrdude.exe: error: buffered memory access not supported. Maybe it isn't
> a butterfly/AVR109 but a AVR910 device?
> avrdude.exe: initialization failed, rc=-1
>              Double check connections and try again, or use -F to override
>              this check.
> 
> avrdude.exe: ser_send(): write error: sorry no info avail
> avrdude.exe: ser_recv(): read error: The device does not recognize the command.
> 
> 
> avrdude.exe: butterfly_recv(): programmer is not responding
> avrdude.exe: error: programmer did not respond to command: leave prog mode
> avrdude.exe: ser_send(): write error: sorry no info avail
> avrdude.exe: ser_recv(): read error: The device does not recognize the command.
> 
> 
> avrdude.exe: butterfly_recv(): programmer is not responding
> avrdude.exe: error: programmer did not respond to command: exit bootloader
> 
> avrdude.exe done.  Thank you.
> 
Flash complete
Caterina device disconnected (usbser): Arduino LLC (www.arduino.cc) Arduino Leonardo bootloader (COM9) (2341:0036:0001) [COM9]

short reset pin twice just moment before upload. new serial port will appear.

I already tried doing that. The actual COM9 is what appears during the 8 second reset period.

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