if you just find spots that are easy for you to hit then its not really a chore to get out. like for me to just go slap a curb at lunch time really aint shit, like fuck man i dont evne have to pop the tail. can have a beer even and listen to some tunes. it really is not a chore for me at all to go session, its something i look forward to every day. i think you need to re-evaluate what makes you happy in life.
i bought a flat bar recently that is basically just a metal parking curb, just so i have sometihng easy to sesh any time any place. it takes such minimal effort, i could be completely exhausted, hungover, whatever, and i could still pull a back board on it no problem.