As other people suggested, buy a ready made board with jtag connector for in system programming, this way you write your code, compile or assemble it , download it to the board and run and debug it without switching operating system or computers or programmers. look how much time you save this way dedicating your time just to the software.
Even if you have a smaller chip that can't be programmed in-circuit, buy a development board, write and debug your code on it, then export it to your small chip once all bugs were fixed.
For my car project while I'm waiting for my cygnal development board to arrive I hard wired the chip to my programmer, I write the code, compile it and download it without removing any wiring or the hardware from the computer, once the program is downloaded it resets the chip and my motor starts running according to the program.
Regards
Mahmood