I dont want to speak for Romeo, but as someone who has also employed a similar strategy. One thing that I want to mention is that in a low implied volatility environment like this one, you do have to time the market with more precision, such as Romeo is doing fading intermediate tops and bottoms to collect a better "cushion" on the options writes. In a very high implied volatility environment, with low trend persistence, you can do very well selling far OTM strikes without as much precision as far as timing the options writes. A good example would have been last spring. Obviously, you have a great macro event risk at times of major uncertainty, but that is what you are getting paid for...I think there are certain advantages/disadvantages to this strategy, but at times it is golden...
