Jesse is listed in the 1840 Census of Posey Township, Clay County, Indiana, by himself.
He is again listed in the 1850 census with wife Martha Jane and daughter Almaretta. Jesse is listed as being a grocer, merchant. Owned his own grocery store.
Jesse 49 yrs old, and Martha J. age 25., being born in Virginia, Almaretta., age 3, born in Indiana. Jesse and family are found living next door (house # 116 )to brother Charles Lewis and nephew James L. Redifer with his family in the 1860 Posey Township, Clay County Census.

From the History of Clay Co., Indiana, Vol.1, au: William Travis, publ. 1909.
Cloverland, a town and post office on the National Road, in Posey township, six miles west of Brazil, near the Virgo County line, founded in 1834, by Charles Modesitt, so named from the growth of native clover on the site. A post office was established at this point in 1850. Prior to the building and operation of the
Terre Haute & Indianapolis Railroad, Cloverland was a business center of considerable importance, from its location on the great and only overland thoroughfare of that day, between the East and the West.
the earliest infant clay plant, or pottery, in the County was located here. The first steam flouring mill between Terre Haute and Greencastle and the second in Clay County was built here in 1855, by Jacob Carpenter, George W. Eppert and John G. Ackelmire, named "Buffalo " Mills, destroyed by fire in 1881. As this place is in the coal field, which has been recently developed, and on the Terre Haute and Indianapolis Traction line, it has made some growth and improvement for the few years past. It is a desirable location for residences and within easy reach of both Brazil and Terre Haute.

Among the early inhabitants of the town who contributed to the development, reputation and stability of the place, socially, industrially and otherwise, was the George Carpenter family, of whom several worthy representatives continue to live there. Among the early merchants of the town were JESSE REDIFER and James M. Lucas, of whom the latter was the first postmaster, holding the position for sixteen years. This place was for many years the residence of Adm. H. Bowles, who was the first white child born within the township. Cloverland has an estimated population of 200. Jesse bought land in Cumberland County, legal land description is Nr. 1., Aliquot Parts., E 1/2 SE., sec? Blk. 36? Township 11-N., Range 10-E., Fract Sect., N. Merdian 3rd principal Meridian., 80 acres. Land office Palestine. Paid and signed 05/01/1852.