Thanks for the feedback! I don't mind claiming the amount of the sale as a taxable gain, the only bad scenario would be having to claim all or most of it as ordinary income. This was just one website of many I operated under an LLC, so I didn't sell the whole company, just some specific assets. It was done on Flippa, the eBay of website selling, with a sale price of $90k.
I'd highly suggest that you separate your websites into different llcs because of a variety of reasons. Firstly, liability is rarely a serious issue in tech but it's always better to be safe than sorry right?
Secondly, by separating the assets you can make sure that upon a sale, the exit would go much easier and smoother generally. Making a purchase of stock is generally easier than buying individual assets. Also, you won't need to allocate the price of the sale to all of the assets based upon the fmv of the assets. Basically, it'll also save you money on legal and accounting fees.
Thirdly, selling through a llc or legal entity In general is great because it also leaves room for tax planning strategies. Ex, if sell based on assets you'd have to pay tax on the sale of personal property. Most propel don't even know that there's a tax on personal property or what personal property is. But, a sale through stock generally helps you avoid this type of exp. Learned this dandy trick in my stint in m&a.
