PodcastsEducationOld Fashioned On Purpose

Old Fashioned On Purpose

Jill Winger
Old Fashioned On Purpose
Latest episode

393 episodes

  • Old Fashioned On Purpose

    E18: E4: Unfiltered Confessions of a Small-Town Restaurant Owner

    02/2/2026 | 32 mins.
    I'm now going on five years of owning a restaurant in one of the smallest towns in Wyoming.
    It’s one of the most gratifying things I’ve ever done. It’s also one of the most exhausting.
    I’m proud of what we’re building in our little corner of Wyoming. I’m proud of the food. I’m proud of the place. I’m proud that people walk in and feel nostalgia, comfort, a sense of belonging… a remembering.
    But in this podcast episode, I’m going to say the parts I usually don’t say out loud because, well… I feel like it. And some of it just needs to be said.
    Podcast Episode Highlights:
    Backstory of our small-town restaurant 
    Confession #1: The Locals Are Our Lifeblood (And Also… a Lot)
    Confession #2: I Wish We Could Rate Customers
    Confession #3: We’re Not Trying to Make Your Life Hard with Our Limited Hours
    Confession #4: Staffing Is… Complicated
    Confession #5: I’m Not Getting Rich Off This
    Confession #6: We Care a Lot About What We Serve You 
    Final thoughts...
    Resources Mentioned in This Podcast Episode:
    Find my Old-Fashioned on Purpose planner here: https://www.prairieplanner.com/
    Sign up for my Substack here: https://jillwinger.substack.com/
    Learn more about Chugwater Soda Fountain here: https://www.chugwatersodafountain.com/
    OTHER HELPFUL RESOURCES FOR YOUR HOMESTEAD:
    Sign up for weekly musings from my homestead: http://theprairiehomestead.com/letter
    Get my free homesteading tutorials & recipes here: www.theprairiehomestead.com
    Jill on Instagram: @jill.winger
    Jill on Facebook: http://facebook.com/theprairiehomestead
    Apply to be a guest on the Old-Fashioned on Purpose podcast: https://www.theprairiehomestead.com/podcast-guest-application

    Did you enjoy listening to this episode? Please drop a comment below or leave a review to let us know. This can help other folks learn about this podcast and we also really appreciate the feedback!
  • Old Fashioned On Purpose

    S18: E3: A Reintroduction, of Sorts

    27/1/2026 | 38 mins.
    In the past, I've shared about mainly the homestead part of myself on this podcast. Not because I was hiding the rest of me—but because the rest didn’t really fit the homestead narrative. 
    But lately… it’s been shifting. The homestead part of me is still woven into my days, but it’s not the headline anymore. It’s moved to the background, and other parts of me are finally coming up for air.
    So this feels like the perfect time for a reintroduction and a closer look at some of my rough edges.
    Podcast Episode Highlights:
    Why I'm doing a reintroduction
    My deep connection to horses 
    Hot or cold personality
    My beauty routine
    My thoughts on pop culture
    Move fast, think fast, talk fast, etc.
    How I talk and how I look
    My clothes preference
    My intolerance for current Instagram trends about women
    My thoughts on homestead content right now
    What I love to read
    My thoughts on politics and religion
    Final thoughts on rough edges
    Resources Mentioned in This Podcast Episode:
    Find my Old-Fashioned on Purpose planner here: https://www.prairieplanner.com/
    Sign up for my Substack here: https://jillwinger.substack.com/
    OTHER HELPFUL RESOURCES FOR YOUR HOMESTEAD:
    Sign up for weekly musings from my homestead: http://theprairiehomestead.com/letter
    Get my free homesteading tutorials & recipes here: www.theprairiehomestead.com
    Jill on Instagram: @jill.winger
    Jill on Facebook: http://facebook.com/theprairiehomestead
    Apply to be a guest on the Old-Fashioned on Purpose podcast: https://www.theprairiehomestead.com/podcast-guest-application

    Did you enjoy listening to this episode? Please drop a comment below or leave a review to let us know. This can help other folks learn about this podcast and we also really appreciate the feedback!
  • Old Fashioned On Purpose

    S18: E2: How I Don't Balance My Life (And What I Do Instead)

    08/12/2025 | 34 mins.
    Folks always ask me how I "do it all" but the truth is, that I don't. Listen in as I talk about I do NOT have a balanced life and what I do instead.
    Podcast Episode Highlights
    My thoughts on 'balance' in life
    My summer as an example
    Dealing with guilt and the aftermath 
    Learning how to say 'No'
    Thoughts on using a team for help
    Details on how I use my planner 
    Final thoughts
    Resources Mentioned in This Podcast Episode:
    Find my Old-Fashioned on Purpose planner here: http://www.prairieplanner.com/
    Sign up for my Substack here: https://jillwinger.substack.com/
    See more details on how I use my planner here: https://www.theprairiehomestead.com/2025/11/my-un-instagrammable-planner-system.html
    OTHER HELPFUL RESOURCES FOR YOUR HOMESTEAD:
    Sign up for weekly musings from my homestead: http://theprairiehomestead.com/letter
    Get my free homesteading tutorials & recipes here: www.theprairiehomestead.com
    Jill on Instagram: @jill.winger
    Jill on Facebook: http://facebook.com/theprairiehomestead
    Apply to be a guest on the Old-Fashioned on Purpose podcast: https://www.theprairiehomestead.com/podcast-guest-application

    Did you enjoy listening to this episode? Please drop a comment below or leave a review to let us know. This can help other folks learn about this podcast and we also really appreciate the feedback!
  • Old Fashioned On Purpose

    S18 E1: I’m Back! (Sorta) Why I’ve Been Quiet Lately...

    02/12/2025 | 33 mins.
    Hey friends, I’m Back! (Sorta). I thought I'd share some of my deep thoughts on why I've been quiet lately and what you can expect from me in the future. Listen in as I share updates on my life as well as my shifting perspectives on homesteading, purpose, and more.
    Podcast Episode Highlights
    The reason that I've been quiet for six months...
    A personal shift in my life
    Deep thoughts about my online presence
    Shifting from mentor to connection
    My shifting opinions on "homesteading" these days
    Transitioning from homeschool to charter school
    The Simple Life isn't the Finish Line
    Showing you all the pieces instead of just a brand
    Final updates and thoughts
    Resources Mentioned in This Podcast Episode:
    Find my Old-Fashioned on Purpose planner here: http://www.prairieplanner.com/
    Sign up for my Substack here: https://jillwinger.substack.com/
    OTHER HELPFUL RESOURCES FOR YOUR HOMESTEAD:
    Sign up for weekly musings from my homestead: http://theprairiehomestead.com/letter
    Get my free homesteading tutorials & recipes here: www.theprairiehomestead.com
    Jill on Instagram: @jill.winger
    Jill on Facebook: http://facebook.com/theprairiehomestead
    Apply to be a guest on the Old-Fashioned on Purpose podcast: https://www.theprairiehomestead.com/podcast-guest-application

    Did you enjoy listening to this episode? Please drop a comment below or leave a review to let us know. This can help other folks learn about this podcast and we also really appreciate the feedback!
  • Old Fashioned On Purpose

    S17: E13: When Homesteading Takes a Backseat

    07/4/2025 | 36 mins.
    Homesteading has seasons—sometimes it's front and center, and other times it takes a backseat. In this episode, I’m sharing how our life looks different right now, why that’s okay, and how I’ve made peace with the inevitable FOMO. 
    We’ll chat about the honeymoon stage of homesteading, shifting priorities, and the simple ways I’m keeping it woven into our daily life, even when it’s not the main focus. If you’ve ever felt guilty for stepping back, this one’s for you!
    Podcast Episode Highlights
    My upcoming cookbook project 
    Homesteading is trendy now
    Why homesteading is taking a backseat in my life now
    Thinking about my cow Oakley
    Prepare for your own shifts in life
    The main three shifts in the homestead life
    My current calling
    Homesteading becoming a tool instead of an identity
    How burnout can happen
    Doing less but in more meaningful ways
    Simplifying and systemizing 
    Not feeling guilt for shifting 
    Final thoughts and encouragement
    Resources Mentioned in This Podcast Episode:
    Learn more about Aquatru here: www.aquatru.com
    Use the code HOMESTEAD to save 20% on your order
    OTHER HELPFUL RESOURCES FOR YOUR HOMESTEAD:
    Sign up for weekly musings from my homestead: http://theprairiehomestead.com/letter
    Get my free homesteading tutorials & recipes here: www.theprairiehomestead.com
    Jill on Instagram: @jill.winger
    Jill on Facebook: http://facebook.com/theprairiehomestead
    Apply to be a guest on the Old-Fashioned on Purpose podcast: https://www.theprairiehomestead.com/podcast-guest-application

    Did you enjoy listening to this episode? Please drop a comment below or leave a review to let us know. This can help other folks learn about this podcast and we also really appreciate the feedback!

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About Old Fashioned On Purpose

Have you felt it? Something is rippling through humanity at this moment. It's a stirring... a longing... a remembering. A sense that we are more capable than we’ve been led to believe. We want to feel alive, not sedated.. but we've lost our way. We've traded a life intertwined with nature for asphalt and artificial lights. We've swapped natural movement for a sedentary existence. We've given up food from the earth in favor of food from the factory. We've sacrificed our traditional skillsets for apps and gadgets. But while our overdose on modernity may have made us sick, there is an antidote. Join best-selling author and mentor, Jill Winger, each week as she digs into a different facet of the old-fashioned on purpose lifestyle.
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