In 1900, he made his first run for United States House of Representatives, challenging incumbent Republican Samuel S. Barney in what was then the 5th congressional district.

Wells of Fond du Lac, James E. Malone of Dodge County, and Henry Blank of Washington.

[8] In the general election, Weisse was a vocal critic of the Dingley Act tariffs, and pledged to seek adjustments.

Weisse carried every county in the district and became the only Democratic member of Wisconsin's congressional delegation to the 58th United States Congress.

[4] In 1910, Weisse announced he would decline renomination to Congress and instead sought the Democratic nomination for United States Senate.

The Chicago Tribune described him efforts as "neither a radical nor a conservative, but endeavor[ing] to produce a platform upon which the whole Democratic party could go before the people.

[12] His investment enabled the paper to purchase new machinery and facilities to modernize the newspaper's production process.

S. Weisse & Co. factory in Sheboygan Falls, destroying an estimated $150,000 worth of property and inventory (about $5 million adjusted for inflation to 2024).

During the inspection, a strong gust of wind caused the remaining brick wall to collapse on the team.