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Many years ago I was involved with an employee stock purchase plan. You could put a few percent in, and the company would match it with some money. So you would buy maybe $50 worth of company stock every 2 weeks.
It was an after tax account, and we would dip into it on occasion to pay major expenses or whatever. What a nightmare! This was before spreadsheets, and you had to track each of these purchases to figure out which shares were long term or short term, what the cost basis was, and then keep track of what had been sold. I can't remember what happened with the dividends. I think they reinvested, which meant more line items to track.
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