In 1885, after the Hansens’ first season with the Tennie and Laura, Lars Hansen sold his share to Hans Hansen (relation unknown), also of Manitowoc.  Rasmus Hansen became master and re-enrolled the vessel at Milwaukee on January 21, 1886.

Late in the 1886 season, Rasmus had his first mishap aboard the Tennie and Laura, running her ashore near Ludington, Michigan, in early September. The Tennie and Laura was quickly pulled free, but was leaking badly.  Records provide no details of the repairs, but this would be the only season that Lars and Rasmus sailed the Tennie and Laura together.  The following spring Hans Hansen sold his share to Ingebret Larsen of Sheboygan.  Rasmus moved from Manitowoc to Sheboygan, taking the Tennie and Laura with him. Her new hailing port was officially entered on July 7, 1887, and Captain Larsen became master.

Hansen and Larsen sailed the Tennie and Laura in the lumber trade for the remainder of the 1887 season, but during winter lay-up they sold the Tennie and Laura across Lake Michigan to brothers Van Beethoven Ludwig and Herman M. Ludwig of Ludington, Michigan.  After two years of the Ludwigs’ partnership, Captain Herman Ludwig bought out his brother’s share to become sole owner, sailing the Tennie and Laura for seven more years. In May 1897, Ludwig sold half the vessel to Captain Vasco Roberts of Ludington for $200, and Captain Roberts became master.  In October 1897, the Tennie and Laura was dry-docked and recaulked early in the season.  She was twenty one years old.

In 1899, Captain Herman Ludwig and the Tennie and Laura moved to Benton Harbor, Michigan.  Ludwig then bought out Captain Roberts’ half  share, once again becoming sole owner and master.  Ludwig sailed the Tennie and Laura for one more year and then, in 1900, sold her to his brother Lancaster S. Ludwig, also of Benton Harbor.  Captain Lancaster Ludwig sailed the Tennie and Laura for one and a half seasons.

On August 20, 1901, John Sather of North Muskegon, Michigan, purchased the Tennie and Laura for about $1,000, becoming her sole owner and master and changing her hailing port to his hometown. Captain Sather sailed the Tennie and Laura in the Lake Michigan lumber trade for the next two years, making weekly trips from Muskegon to Milwaukee, buying and selling his own cargos.

The Tennie and Laura was twenty-seven years old at the start of the 1903 season and valued about $500. Anticipating a good season, Captain Sather purchased a new set of sails for the Tennie and Laura.  He did not, however, purchase insurance.