Jonny1lot I don't know anything about delta so I am sorry, I don't understand your question.
Water7 and kmiklas: No, my algorithm tells me at the end of each day if I should be in VXX or XIV for the next day. If the algorithm says to be in XIV and I was already I hold the position overnight and consult the algorithm near the end of trading the following day. If it says XIV and I had been in VXX, I sell the VXX and open a XIV position which I hold overnight and through the next day.
ok i understand what you are doing
i wont discuss your vol trade approach here (another topic maybe)
since you are new to options, it would be wise to learn basic options trading first (before you start hedging / trading with options)
while at the same time you keep improving your setup and find another way to reduce risk
(ex: different sizing and scaling step)
CDcaveman: You stated exactly what I am trying to do. I want a deep OTM black swan hedge. I will expect to lose literally 99.99% of the time. I HOPE to lose 100% of the time! But next time a couple of airplanes crash into the skyscrapers in NYC, I won't be wiped out.
I recognize that I am going to have to build a model and run simulations. But in general, I'm wondering should I be looking at weekly options that need to be renewed each week or monthlies? A couple of people have mentioned financing my puts by (I assume) selling other options. Is this the right way to go?
weekly or monthly.. depends on your main trade holding period and risk preference
you can try different setup, using single options/ simple verticals
find out the one fits your trading style
options hedging wont come "cheap" as it reduce your profitability and probability
but hopefully "cheap" enough to improve your risk and reward
My concern was that the VXX option market would likely be the least traded of the options we are talking about. Whereas the SPX would be the most traded. Suppose I learn that only 5 people are selling VXX options, wouldn't I be better off going to the SPX market where thousands of people are buying and selling? Or perhaps, maybe this isn't a valid concern.
if you trade VXX, then use VXX options
dont worry.. it is very liquid and have a good fill for simple spreads
good luck..