I do
My sole source of income and major source of outgo is 'gambling' (not just blackjack though). My current partner in crime in many of my casino exploits hasn't had a job for over 20 years...so, it can be done. I manage to pay all of my bills and I'm even planning on going to graduate school with the money I make. Of course, I 'work' about 60-80 hours a week and I have absolutely no social life to speak of. While others were enjoying a delicious Thanksgiving feast, I was sitting at a blackjack table in a near-empty casino. At least they comped me a turkey club. And yes, I have found myself, on a few occasions, without a dime to my name...but bankrolls can be acquired. Having no cash on hand at the moment is not necessarily the end of the world, but it can be quite trying.
I also find it very depressing being the only person in a casino who is winning money (long term). Sometimes I want to lean over to one of the many hapless victims of the house edge and whisper 'the count is highly positive, don't hit that 16 against the dealer's ten up' or 'take insurance, he has a ten down, I saw it as it went under'...but to do such would be suicidal, professionally speaking. You do occasionally meet some nice people in casinos and it can be hard to watch them lose when you could help them. I also find it depressing watching the dealers, cogs in the machine, mindlessly and automatically plying their nefarious and repititious trade, no doubt weary of struggling for a toke while seeing the streams of player losses pour into the chip rack day after day and week after week. The constant paranoia can also be draining...sometimes I wonder if the eye in the sky can see me in my apartment while I logon to the bj21 website. The countless systems and theories overheard, the ever-diminishing comps, the smoke, the ADDICTS who CANNOT QUIT, the sounds of the slot machines, the aging cocktail waitresses, the pit bosses who glare and smile simultaneously, the lights, the drunks who descend from bliss to a penniless stupor, the unforgiving corporate automation and order, the never-ending heat and the washed up lounge bands are all elements of a supposedly 'fun' environment which, in hours-long daily doses, tears at the very fabric of your soul, leaving you a pariah looking in on the world from the fringe of society.
But it beats backstabbing coworkers and incompetent bosses. Whether it's 9-5 or a 1% edge, it's all a grind.
I pay $70 a month for health insurance. I don't see what the big deal with that is. Whether or not to pay taxes is a personal matter but, be advised, that failing to report your income is illegal (at least in the United States for United States citizens).