Yikes! A lot of insults - buying puts to protect a portfolio is not cheap -VIX is still 35. Curious you mention portfolio insurance- that died in '87 - I was there!
Bobby makes these forums funny af. This thread is hilarious.
Hello Sigma,
What is a bear market? Not sure I've ever seen one.
Bobby, if you don't sell calls in bull markets, one would ask: would you sell puts in bear markets? And vice versa your strategy to the bear side?
There's no free lunch, but I put the odds in my favor. I sell puts that are way out in time, then I buy more puts that are closer in time. At the same time, I put in an order to buy puts in the same expiration that I sold, but at a lower price than they are currently in the market. As time goes by, those orders fill and I automatically sell more puts even further out in time. It's almost as though I have a put factory going. I sell some, but I buy much more all the while collecting more money for the ones that I sell than I spend for the puts that I purchase.For those of us who may be curious, do you mind sharing how you reduce the cost of your puts?
I dont believe there is such a thing as a free lunch, but if you share how you reduce your put cost, others reading the forum can decide if that type of risk is palatable to them, and potentially make adjustments or variations for themselves.

There's no free lunch, but I put the odds in my favor. I sell puts that are way out in time, then I buy more puts that are closer in time. At the same time, I put in an order to buy puts in the same expiration that I sold, but at a lower price than they are currently in the market. As time goes by, those orders fill and I automatically sell more puts even further out in time. It's almost as though I have a put factory going. I sell some, but I buy much more all the while collecting more money for the ones that I sell than I spend for the puts that I purchase.
Keep in mind, puts are more expensive the further out in time that you go. So I sell in an expiration where I can collect more premium. Then, I buy puts in an expiration where I can do so a bit cheaper. Damn I'm good! Some of my trolls can criticize me all they want, just don't get in the way of my ATM machine! The machine is tired, but she's still printing cash!
How far out?. I sell puts that are way out in time, then I buy more puts that are closer in time.