Marrying a Hunter (And Becoming One) with Elizabeth Kay
This week on the pod, we sit down with Milwaukee radio host Elizabeth Kay for a conversation that’s less about inches of antler and more about everlasting memories. Elizabeth didn’t grow up hunting. No g💥ns or deer camp, but instead, city life, Bay View roots, and visits to the locker in Richland Center. Fast forward 13 years, a husband who “was practically born with a gun in his hand,” a German Shorthaired Pointer, and one unforgettable bear hunt that changed everything. We talk about what it’s like to marry into hunting culture, the intimidation factor of picking up a shotgun for the first time, why missing birds might matter more than hitting them, and the moment she looked at her son’s mounted bear and finally said, “Now I get it.” This one goes deep into storytelling, relationships, ego, imposter syndrome in the woods, and why hunting is often less about the kill and more about connection. It’s about supporting your partner’s passion, building traditions, raising kids in the outdoors, and realizing the mount on the wall might outlive all of us, but the memory is what really lasts. There’s pheasant poppers, vocal cord warmups, roadkill rack debates, and a whole lot of heart. If you’ve ever wondered how someone goes from “I’d never pick up a gun” to “Thank you, bird,” we think you'll enjoy this one! Learn more about your ad choices. Visit megaphone.fm/adchoices
Evicted
This one’s a little different. No guest this week. Just a candid, behind-the-scenes conversation about how the Okayest Hunter went from a half-serious idea, a couple bad logos, and some pretty average deer… into a community, a media company, and something that we believe means a great deal to a lot of people. We talk about the early days. The first deer that didn’t score big but meant everything. Why humor mattered. Why ego didn’t. How deer shaming became the line in the sand we didn’t even realize we were drawing at first. And how stories (not antlers) ended up being the point. This episode digs into the evolution of the brand, the podcast, the network, and the mindset behind it all: hunting as a grounding force, not a scoreboard. A space where kindness beats clout, where your tag is your tag, and where a “small” deer can still carry a big story. We also get honest about the business side. The risks. The mistakes. The merch boxes stacked in home offices. The trade shows that barely broke even. The realization that we’re a media company first, and why that actually matters if you care about hunting culture long term. If you’re new here, this is the origin story. If you’ve been around a while, this is the reminder. Either way, thanks for being part of it. We don’t take that lightly. Learn more about your ad choices. Visit megaphone.fm/adchoices
Moving to Iowa with Justin Synan
Moving states is one thing. Moving your family, your career, and your entire hunting identity is something else entirely. In this episode, we sit down with Justin Synan to talk through the real story behind his move from Virginia to Kentucky and ultimately to Iowa. We dig into what actually drives those decisions: family, faith, frustration, opportunity, and the reality of chasing big whitetails without losing yourself along the way. We talk about the culture shock of new states, the realities of hunting pressure and baiting laws, why you can’t just “trip into” a big deer, and how expectations can quietly ruin the experience if you’re not careful. Justin opens up about what worked, what didn’t, and how perspective changes when kids, marriage, and long-term goals start weighing more than inches of antler. It’s a candid conversation about risk, patience, and figuring out what “success” actually looks like, both in the woods and at home. If you’ve ever daydreamed about moving to a whitetail mecca, felt stuck where you’re at, or wondered whether the grind is worth it, this episode is a great example of what it could look like to make the move. Presented by: Nosler Learn more about your ad choices. Visit megaphone.fm/adchoices
Bows Built for Hunting
Laryngitis turns into an unexpected advantage as the conversation slows down and gets more thoughtful than usual. What starts as trade show chatter quickly becomes a grounded discussion about bows built for real hunting situations, not just spec sheets. Ryan Shutts from Bear Archery joins to walk through the thinking behind their 2026 lineup of bows like the Redeem, Alaskan Pro, Resilient, Adapt HP, and more. The focus stays on adjustability, forgiveness, and why confidence and comfort matter more than chasing maximum numbers. There is plenty of talk about short draw lengths, aging shoulders, youth shooters, and bows that can grow with someone or be passed down instead of replaced. Along the way, there are side tangents on trade show chaos, overengineering, minivans, and why Bear continues to be a first love for so many bowhunters and a brand people return to later in life. A practical, honest look at archery gear through the lens of actually hunting deer and enjoying the process. Presented by Nosler Learn more about your ad choices. Visit megaphone.fm/adchoices
Dropping Pins Season 2 - Derek’s WI Bow Buck
In this episode, Derek recaps the scouting, access, and short-lived hunt for his 2025 WI public land buck. Derek dives into the scouting process to find the location, the reasons he didn’t hunt this spot for 3 years, and the way he positioned and used timely intel from a camera to know it was time to get into the bedding area and make an aggressive move. Although the access was less than ideal and led to Derek dripping water from his perch high in a tree, swinging in his Latitude saddle, he stayed warm long enough to arrow a buck sneaking back into the bedding pocket. We examine a few maps of an example location similar to the one where Derek harvested his buck and discuss the access route and choice of stand location. Hopefully, you enjoy the story and can pick up a thing or two from the process he used to tag a bruiser of a SE WI buck. Learn more about your ad choices. Visit megaphone.fm/adchoices