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Based on the date, I thought this might be related to the pain of writing a gigantic check to the US government for your estimated taxes. Just wrote my first one and the amount you're paying hits you a lot harder when you watch it come out of your bank account. ;)

I've been freelancing for 4 months now and I definitely miss the human contact of having a "real job". Working from my apartment, I mostly only get water cooler talk from my pets. I'm looking into coworking spaces in SF to try to get more connected with the community.



If you've already setup a corporate entity of some sort, I recommend using a payroll service to take care of this stuff for you. This way you can set a salary to pay out of the company and leave extra cash in there for downtime or expenses and pay any extra out occasionally as a bonus. They will withhold all of the appropriate taxes and you can set up retirement structures etc.

I've heard good things about these folks:

http://www.surepayroll.com/


Surepayroll was acquired by Paychecx (and their customer service was pretty bad before they were acquired).

Try ZenPayroll. Nothing but good things to say: https://zenpayroll.com/


I've always thought that if everyone had to write out a tax check 4 times a year, there would be a lot more pressure on the politicians to be more responsible with the money.

The government isn't silly though, that's why they get first cut at the paypacket. They know they'd be forever chasing tax arrears.

Still, having the government beg for the money instead of just pinching it up front would rebalance the equation nicely in my humble opinion.




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