Wisconsin State Assembly · District 50
Jon Aleckson brings battle-tested small-business leadership, deep Wisconsin roots, and a commitment to Smarter Schools and Stronger Farms for Green County and southwest Dane County.
Meet Jon
Hear directly from Jon about why he is running to serve District 50.
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Meet Jon
Jon is a husband, father, and grandfather who has called Wisconsin home his entire life. He and his wife Mary live on 17 acres in the rural Town of Springdale near Mount Horeb, where they have been active members of St. Francis Catholic Church for 37 years. Jon also serves on the board of a Middleton free clinic, putting his faith and community into action every day.
A retired small business leader, Jon founded and led Web Courseworks, an educational software company, from 1992 to 2022. He knows how to balance a budget, create jobs, and deliver results with fiscal responsibility—skills Wisconsin needs in Madison.
Jon formerly taught as an adjunct professor at UW–Platteville. He is not a career politician: Jon pledges to serve only 2–4 years in the Assembly, solve real problems, and leave District 50 stronger for the next generation.
Read Jon’s full background—from building Web Courseworks to community leadership, published works, and his pledge to serve District 50.
Family & Faith
Jon’s roots run deep in southwest Wisconsin—from family and faith to the land he calls home.
Platform
Jon’s campaign is built on practical solutions for rural families, farmers, and students across Green County and southwest Dane County.
Jon strongly supports public education and our dedicated teachers. He will leverage his educational technology background to find efficiencies in state spending and ensure dollars reach the classroom directly—not unnecessary bureaucracy at the DPI or district level.
Invest smartly in education. Deliver measurable returns for Wisconsin’s next generation.
Jon has deep respect for agribusiness and land and water stewardship. He will work to boost farm income by lowering input costs, oppose new state fees on haulers, and make farming an attractive career for the next generation—restoring Wisconsin’s Dairyland strength through sustainable innovation.
Champion Wisconsin’s backbone: family farms and rural communities.
Help young families afford homes and protect seniors from being taxed out of their homes through property tax relief.
Expand access to quality, affordable childcare and support retention bonuses for care workers.
Grassroots Campaign
Jon is meeting voters across Green County and southwest Dane County—at parades, community events, and on the doorstep.
Help us reach every voter in District 50. Sign up for yard signs, door knocking, or general volunteer opportunities.
In the News
Coverage from News 3 Now / Channel 3000 on Jon’s campaign announcement.
News 3 Now on X
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