I feel like contributing to this thread, even though I am more of an amateur then an expert, but if my opinion helps, ANYONE feel free to PM me so we can discuss further, I am looking for "TRADING BUDDYS" to discuss ideas with.
first lets discuss what Historical Volatility is. It a concrete factual and undisputable measure of price movement of an instrument. why? do you ask.. because it is the average movement of the price over a period of time. it is measured in days, weeks, or months. so first you need to make sure you are dealing with HV that is appropriate for your time frame. as the last poster says, once you know what HV is then the Implied Volatility is the premium you are paying on that option over the options time period. if IV is lower than Historical, then you are getting a discount. why? u ask... because the average price over (lets say a month) is 50 HV but you are only paying for a 40IV thus it should move more, and if you are buying you will make 10 vol movement. lets say on the other hand you sold vol, in this last example you would be giving a discount and have an opportunity to lose that same 10.
but as the other poster said it is more complicated then that because. The HV,which as we discussed is the average over a time period (lets keep it a month), does not take into account that this month there will be earnings, or a release of a new product, or a product recall. like on FSLR maybe the vol is 20 but on earnings they have huge spikes, as per past results, so the IV is 100, but you know the spikes are even greater then that (usually) so even though 100 looks expensive, it is cheap as per what you think. you think the IV is 200. but how do you come up with 200.
well that is easy, go to an options calculator and plug in the IV and u get the price of the option. so in the case of FSLR if the HV is 20 and it was priced with the IV accordingly then maybe if the underlying is 133 the option is $2. but if the IV is 100 maybe it is $8, but you look on the chart and know a 20% move is possible looking at the support or resistance so you can easily see a $16 move, then you would have no problem buying the 133 at $8 and 100 IV even though it seems like a rip off, but to you its a steal.
in the end it is all gambling..... or is it? enjoy