Important! Overall a good piece, but one glaring inaccuracy: if you are self-employed in the US, you can deduct your health and dental insurance premiums withou

Important! Overall a good piece, but one glaring inaccuracy: if you are self-employed in the US, you can deduct your health and dental insurance premiums without needing to reach the 10% of gross income threshold. The 10% threshold [probably] does apply for health care costs other than premiums [1]. Assuming family premiums of $1k / month and a marginal tax rate of around 40% (which may be low after state is taken into account), being able to deduct your premiums is worth about $5k / year in tax savings, so this is not a minor detail. Source: http://www.irs.gov/publications/p535/ch06.html#en_US_2011_publink1000208843 http://www.irs.gov/publications/p535/ch06.html#en_US_2011_pu... 1. Depending on whether you setup an entity through which you do freelance work (and what type), you may be able to setup a plan that allows you to pay for healthcare expenses with pre-tax dollars, even if you don't reach the 10% threshold. See your friendly CPA for details.