If he can maintain that track record, 89% winning months, and also if the 11% losing months are relatively small, then his sharpe ratio is similar to Rentec Medallion. Medallion has a yearly Sharpe ratio of about 2.5. And around 90% winning months as well.
If the sample is legit representative of what he can expect, then the OP could just leverage returns 5x to make 60%+ a year and he would have returns very similar to Medallion.
1) I sure hope to maintain the record, but even I doubt I will.
2) I heard somewhere that option writing, which makes up a large part of my portfolio, tend to have unusually high Sharpe ratios for some reason.
