Hi Bob, if you have a DSLR already it's a good start. You can do piggy back on your scope and widefield until you get more time for prime focus. Webcam's good too for planetary. It's not easier, just different.
I started with a Nikon Coolpix, then slowly moved to a second hand pentax then a dedicated CCD. Start small with what you got and it'll take you naturaly in the direction you prefer. Have fun in the process.