Hi,

I've just started a single-member LLC (disregarded entity) and I am on a COBRA plan from my previous employer. I have the following questions:

1. Should my LLC pay the COBRA premiums?
2. Can those premiums be deducted on my taxes?
3. Can other medical expenses be deducted, paid by me (not the LLC)?

I did look to see if this is already answered on your forums, but didn't find it ... hope I'm not making you repeat information.

Thank you,
Susana

Very very helpful tax advice - Thank you so much -
I want to see how I can deduct my personal health insurance premium before tax ? I own 100% of my an s-corp with just myself as employee. I pay 820$ for my family HI premium that is in my name . I get a W-2 from my S-corp. Can I re-imburse my HI premium by voucher ( and this willnot appear in my W-2 and will be calculated under my business expense ) - I can write a hiring offer saying that in addition to my salary I can RE-IMBURSE upto 900$ for HI premium for family. Show this amt as a business expense and it will not come in my W-2 . Is this allowed by IRS ?