Releasing in October would be very bad timing. I hope he never releases his tax returns. We know very well the MSM will make something out of nothing.
MSM are already making a lot more out of not releasing his tax returns. Best strategy is to release them 10-12 days before Nov 8th. Then there is not enough time for MSM to nit pick, and even less time for the vast non-political-junkie voting public to absorb the nit-picking. At the same time, keep pressure on Hillary to release her health records.