First off, I apologize for the length of this but it might be entertaining if we get a long, wet, locked down 3 day weekend. I’ve got a friend who’s still about 4 years from retirement but has a sizable nest egg (1.2 million). He was interested in maybe learning a little bit about the option market in hopes that there was something he could do in retirement to live off of safely but not have to watch the market every single day. I came up with a plan (3 parts) that serves 2 purposes. It lets him learn option basics as well as experiment to see if it brings in enough to live on and be within his risk tolerance. I’ve been paper trading this for a month now (TDA will turn on live quotes in your paper account if you ask them). It’s been a choppy market which is nice and the plan is going about how I imagined. The true test will be the next big panic selloff but based on what this last selloff was like I think it will do fine.
Any thoughts, ideas, or comments are welcome. I’ll post a current screenshot at the bottom of where we stand so far and break it up into 3 or 4 responses down below. I’m hoping to continue this for the foreseeable future to really get a longer term feel for it. Here we go!