Old Fashioned On Purpose

Jill Winger has been running a homestead in rural Wyoming for over a decade, and her podcast feels like getting advice from someone who has genuinely lived everything she talks about. With over 400 episodes across 18 seasons, Old Fashioned On Purpose covers a massive range of topics from food preservation and scratch cooking to raising livestock, building soil, and even running a small-town business. Jill is warm and grounded, never preachy. She talks openly about the messiness of homestead life, the seasons where things fall apart, and why she stopped homeschooling (a surprisingly popular episode). Most shows run 30 to 45 minutes and are primarily solo, though she occasionally brings on guests for specific topics. What sets this podcast apart is her broader philosophy about reclaiming capability and pushing back against the idea that we need to outsource every part of our lives. She is a bestselling author and her perspective goes well beyond gardening tips. The production quality is polished but not over-produced, and it still feels personal. Rated 4.8 stars with nearly 1,800 ratings on Apple Podcasts, this is one of the most established and trusted voices in the homesteading space. New episodes drop regularly during each season, with breaks between seasons that keep the content fresh rather than repetitive.