Jacob Behrendt

Pretty huge Dilemma Podcast

Leisure EN ↓ 49 episodes

Join Jacob every Thursday as he dives into random thoughts and questions that pop into his head - some big, some small, but all with a pretty huge dilemma attached. It's authentic and unpolished, just him working through ideas, figuring things out, and getting better with each episode. No audience, no pressure, just an honest exploration of dilemmas, one thought at a time.

Author

Jacob Behrendt

Category

Leisure

Podcast website

podcasters.spotify.com

Latest episode

Jul 11, 2026

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Episodes

Iowa Sports Reality Check & Outrunning Coyotes | Pretty Huge Dilemma #24 24.01.2026

On this episode, I break down what the University of Iowa needs to do to start winning championships across multiple sports, share a running philosophy that might actually save your life, and explain how a multi-level marketing scheme tried (and failed) to lure me in. Sports frustration, practical life lessons, and a masterclass in spicing up a job interview. Like, Comment, and Subscribe to help t...

Shushing Adults, Cracked Windshield, and a New Food Challenge | Pretty Huge Dilemma #23 17.01.2026

In this episode of Pretty Huge Dilemma, I tackle a few everyday situations that upset me way more than they should. I break down why shushing adults is never respectful, how my windshield got cracked, and announce a new food challenge series coming to the podcast. Like, subscribe, and follow to support the show!

New Year's To-Do List and Running Experiment | Pretty Huge Dilemma Podcast #22 10.01.2026

Welcome back to the Pretty Huge Dilemma Podcast! As the Christmas break ends, I’m trying to set new goals for 2026, but the line between a "resolution" and a "to-do list" is getting pretty blurry. The Expedition: I explore the idea of a one-way run and why 5K races should start later in the day. The Grind: A deep dive into the world of cold brew coffee, finding the right ratios...

Selling Sunset, GMOs, and Questionable Downloads | Pretty Huge Dilemma Podcast #21 03.01.2026

We talk through Selling Sunset and which type of realtor we would actually trust, get into genetically modifying foods, and address her thoughts on a gift I was not able to get. It’s a mix of real opinions, unexpected questions, and working through everyday dilemmas together. If you enjoy the conversation, make sure to like the video, subscribe to the channel, and download the full episode whereve...

Suspicious Gift, Diamond Gym, and Selling Out | Pretty Huge Dilemma Podcast #20 27.12.2025

I explain a gift-related secret that could look suspicious if discovered the wrong way, break down my thoughts on diamond gym workout approach, and issue a fair warning that I will absolutely sell out if the price is right.

Playlists, Honky Tonks, and Rethinking Gifts | Pretty Huge Dilemma Podcast #19 20.12.2025

Spotify has a playlist for every possible emotion, a trip to Billy Bob’s Honky Tonk turns into an experience, and a new philosophy on gift-giving might change how you do holidays forever. Listen now, subscribe for more real-life ideas that you won't hear anywhere else and let me know what topic we should tackle next.

Homeowner Bootcamps & Referee Pro Bowl | Pretty Huge Dilemma Podcast #18 13.12.2025

In this episode, we explore the idea of creating a getaway where people can learn basic homeowner improvement skills. This is the kind of stuff that needs to be taught in school. From simple repairs to full renovation projects, we talk about why hands-on learning could be a game-changer for homeowners. We also shift gears to sports and discuss crating a referee the Pro Bowl. I want to see how accu...

Iowa Women’s Wrestling Rival, Lost Dogs, Stronger Christmas Decor | Pretty Huge Dilemma Podcast #17 06.12.2025

I break down a real threat to Iowa women’s wrestling dynasty, explain how a run turned into a missing dog crisis, and advocate for stronger Christmas decorations.

Accidentally Started a Gym Rivalry | Pretty Huge Dilemma Podcast #16 30.11.2025

In this episode, we cover a try to find solutions to: - The new gym rivalry I’m pretty sure the other guy doesn’t know about - How to keep my humble during Thanksgiving so I don’t end up with 14 side dishes and a HomeGoods explosion - What to do about HOA violations without being labeled the neighborhood whistleblower It’s chaotic, relatable, and probably going to have repercussions. Like, Comment...

Homeownership: Never-ending Battle with Water 22.11.2025

We finally bought a house… and immediately discovered what nobody warns you about: water is the real enemy. We’re trying to keep it out of some places and in the ones where it actually belongs. 💧 Why homeowners panic when clouds show up📺 The greatest infomercial ever created🐕 And why my stance on dogs might be changing

Encountered Some More Dilemmas 14.11.2025

Hey, I’m back! Took a couple months off but decided it was time to jump back in. In this episode, I talk through some new projects and ideas I’ve been considering: starting a financial coaching business, maybe doing some math and physics tutoring, and even a new video game concept. Lots of brainstorming, basically me figuring stuff out in real time. If you’ve ever had a bunch of ideas pulling you...

#13 - Overload of Protocols 11.04.2025

In this episode, I continue to question the status quo and offer a fresh perspective on what actually matters. There’s one key area where Brazilian steakhouses could greatly level up their game. If you’re on the hunt for a podcast idea that could take over the country, you’ll want to listen closely. And lastly, why does it feel like there’s a protocol for everything these days? Everyone’s creating...

#12 - Arch City Chronicles 04.04.2025

In this episode, I recap my trip to St. Louis and share some unforgettable moments, from visiting the famous Gateway Arch to catching a Cardinals baseball game. Something caught me off guard—one of my favorite spots turned out to be a chain, making me feel slightly betrayed. Somehow, get to an embarrassing story from my childhood I was hoping to keep secret. Tune in for the full story! Thanks for...

#11 - Games in Abandoned Nursing Home 27.03.2025

Keeping the podcast going with more random stories I just remembered. Playing hide-and-seek in an abandoned nursing home won't be happening again in the future. Back in my day I had to borrow a friend's phone on the bus if I wanted to text someone. Plus, I reminisce about the games I loved as a kid and look forward to their updates and being released again! Make sure to Like, Subscribe, Co...

#10 - The eBike Dilemma: Convenience or Chaos 20.03.2025

We continue down the path of solving life’s everyday dilemmas. First up—do the convenience and speed of eBikes and eScooters actually outweigh the chaos they cause? Then, I try to figure out a way to sit comfortably in a sauna… or maybe comfort isn’t the point at all. Finally, how does a restaurant run out of lids for to-go orders? Let’s break it all down. Make sure to Like, Comment, and Subscribe...

#9 - March Madness Etiquette 13.03.2025

Another week, another episode! With March Madness in full swing, what’s the right etiquette for watching at a restaurant? Can you camp out, or is there a shot clock? Plus, I’m officially done with golf content. And why wouldn’t a charity trivia event let me donate my way to victory —wasn’t it for the kids? Like, follow, and let’s debate!

#8 - Can't Plan for Everything 07.03.2025

We’re back with a new episode! We kick things off by exploring the COSM hype and whether it truly lives up to the buzz. Then, after volunteering, I end up stuck in a parking lot for hours! To wrap it up, I drop a new business idea that could help YOU get rich. Like, Subscribe, Comment to help others see this content!

#7 - The Next Sports Dynasty 28.02.2025

Come listen to me break down the unstoppable sports dynasty shaping up—join the wave before it’s gone. Plus, a fast-food mess that’s pushed me to boycott and a wild opinion on pets that could derail everything. Tune in now for the full scoop!

#6 - Crowning My Favorite Aussie 21.02.2025

In this episode I dive into one of my encounters with the law, get confused how cities laid out, and reveal who is my favorite Aussie. Like, Subscribe, and Comment for more content!

#5 - Telling My Wife about My Secret Podcast 13.02.2025

Fresh episode out now! In this video, I share the hilarious story of telling my wife about my secret podcast, propose game-changing ideas for stadium crossovers in sports, and discuss how I want to rest in strength! Don't forget to like, share, and subscribe for more life lessons and laughs

#4 - Listening Isn’t Reading 07.02.2025

Jacob dives into why audiobooks don’t count as reading, explore the idea of adding gyms to airports, and share simple essential gym tips. Tune in for all that and more!

#3 - Why Are We Buying Gifts for Adults? 31.01.2025

In this episode of Pretty Huge Dilemma, I talk about the awkwardness of buying gifts for other adults and why it sometimes feels unnecessary. I also share my favorite movie snacks, and why I can’t stop watching food and chocolate-making videos. Make sure to like, comment, and subscribe for more! Follow on Instagram and X

#2 - Mute Button 24.01.2025

In Episode 2, I explore what businesses would benefit from swiping to find a perfect match. I also dive into what accounts on social media get an automatic mute. Check it out for some laughs and honest discussion about modern connections!

Episode 1: Welcome to My Podcast 17.01.2025

In this debut episode, I’m sharing the story behind why I started this journey and what you can expect moving forward. Like, Subscribe, Leave a Comment. Follow on X: https://x.com/phdilemmapod Follow on Instagram: https://www.instagram.com/phdilemmapod/

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