The Trueloves and virtually most common folk disappear from 1350 to the early 1500s.
By the 1500s, we start to have traces of the Trueloves re-emerging. If we did start from the norsemen, then the two obvious groups are the north group around York and the south group around Essex. By the late 1500s they are spreading. In the south, there are mentions of Trueloves in Kent, Sussex, Surrey and of course London itself, In the north, Yorkshire, Linconshire and Northhamshire and Buckinghamshire. They are property owners in the south of England in Essex, Sussex, Kent and London. The Surrey Trueloves are more common folk. In the north in the old Norse areas they are also common folk.
By the 1600s some of the northern Trueloves are small landowners, but the majority are agricultural labourers They are centred around York, Birmingham and Nottingham. In Sussex and Kent, land holders and minor gentry. In Essex, definitely land holders with legal battles over inheritances. In London, property owners, ship captains, doctors and industrialists. In Surrey, there is at least one family owning property, while the other families remain agricultural labourers.

It is during this period that migration to Northern America starts and James Rowland Truelove appears.

Given that the southern Trueloves were in favour with the crown they would have retained their properties and been in a position to gain more. Thomas Truelove, father of Eden Baker (nee Truelove) had property in Sussex. Eden Truelove married into a propertied family in 1692.

By the 1700s it appears the Trueloves had settled down and apart from migration to the new world, they stayed where they were born. This may have been caused by the political events of the time. I would suggest our two separate Truelove groups, the northerners who spread southwards from Yorkshire and the southerners who spread south and east from Essex were not aware of each other. The Essex Trueloves continued with legal battles over property and had ship captains in their ranks. The northern Trueloves were generally butchers, bakers, iron smiths and the ocassional beer shop owner.
There are many mentions of Trueloves in this period and the most frustrating part of it is there are no apparent genealogy. In this century, there are so many William and John Trueloves with a few Thomas' thrown in, it is impossible to make a connection between most of them. However, we have three known family lines which start in this time. You can find them in the Genealogy Page.