No, No additional button press should be necessary if your grounding gpio0 with another method.
if you have had no joy? try confirming the chip orientation with respect to the diagram with a continuity check between the gnd vcc tx and rx pin holes on the programming header with the legs on the chip, if they all check out you have definitely identified the gpio0 leg, and if not, check again after rotating 90 degrees... and if all 4 x tests fail, ive bum steered you to a bad diagram.. ooops!
if your having problems touching a chip leg and only that leg, consider soldering a pin or needle to the end of your connecting wire for excuse the pun 'pin point accuracy' and some traction when connected