[3] Drummond was first jailed in the tolbooth in Edinburgh in 1674, after he was arrested and imprisoned for preaching house and field conventicles.

This time he refused to avoid holding conventicles and so was jailed on the Bass Rock from 28 January 1677 until 5 October 1677, when he was given a conditional release to Kilmarnock and afterwards to Kintyre.

[5] After the Glorious Revolution, Drummond began preaching in Kilconquhar, Fife towards the end of March 1691.

“Frequently there was no lecture but only one sermon on the Sabbaths, ‘the minister not being in very good health.’ At the visitation of the Presbytery in 1698 he complained that his charge was weighty and heavy; and, that he had neither ability nor mynd to discharge his duty as he wold.

To which it was answered that it was not in the power of the Presbytery to make his charge lighter, and that he behooved to look for his furnitur from the Lord, who is able to strengthen his weak servants in the acceptable discharge of their duty.”[7] He married Mary Montgomery, who survived him, and had children — Mary, and others.