PODCAST · comedy
Two Guys, Two Questions
by Ryan Keeton & Jarrod Greer
Two guys. Two questions. Endless tangents.Join Ryan Keeton, a real estate guy & VR golfer with beach bum dreams, and Jarrod Greer, a Comicon & retro toy store owner who insists his action figures aren’t dolls, as they ask each other one surprise question per episode—no prep, no rules, just chaos.From alligators to vibrators, superheroes to world problems, nothing’s off-limits. Add a monthly mystery guest, some pesky French bulldogs, and at least one existential crisis per episode—this podcast makes no sense… but in the best way.Buckle up. It’s gonna get weird. 🎙️😂
Episodes
-
Spend It Before You Die? Inheritance, Heirlooms & Your Kids
🔬 Should you spend every dollar before you die, or leave it to your kids? Two friends argue inheritance, heirlooms and what 25-year-old you got wrong. When does saving for your kids start costing you your own life, and does an inheritance actually help the people who get it? Ryan Keeton, a real...
-
Torn-Up Cash, Ignored Texts: Ryan Keeton & Jarrod's Wild Week
🔬 A reptile show fight ends with torn-up cash, then a debate over whether you even have to reply to a text. On this episode, Ryan Keeton and Jarrod dig into a real confrontation at a reptile show: a self-described "rescue" group accused Jarrod of starving newly hatched ball pythons, demanded a...
-
S2E1: Governor Crashes Comic Con, 50 Fan Letters Uncovered
🔬 A governor crashed Comic Con, a fan left 50 letters, and someone got accused of theft, welcome to Season 2 of Two Guys, Two Questions. What happens when a governor shows up unannounced at your comic convention and a superfan leaves a box of love letters for a celebrity guest? Hosted by Ryan...
-
Dolly, Tim Curry, and Trading Away Your Vanity
🔬 A newborn, a VA rebuilt from scratch, and the week Dolly, Tim Curry & Optimus Prime's voice all died. Two friends unpack it all. This week, one host is knee-deep in retraining a six-year VA whose old workflow no longer fits the business, while closing two new real estate listings on almost no...
-
Ordering Cobras at 17, HBO Drama & The Species Myth
🔬 From seven nights of grandkid duty and yard pin metal detectors to high-stakes exotic trade history, Ryan and Jarrod cover it all on Two Guys, Two Questions. Dive into old-school stories like mail-ordering live cobras at 17, the fallout from HBO's Monsters of God docuseries, and why Mother...
-
Scaling Past $3M & Real Hustle Secrets | Two Guys, Two Questions
💡 Propofol naps, Puerto Rico travel chaos, and trolling Grant Cardone’s AI text bot. Ryan and Jared are back to talk small business reality, $3M revenue walls, and why sitting on warehouse inventory is a nightmare. Plus: how loaning $1,300 for Air Jordans taught a kid real financial literacy,...
-
The 30-Day Business Test, The Neato Frenzy, & The Guilt of Slowing Down
In this episode of Two Guys, Two Questions, Ryan and Jarrod kick things off with a little banter about punctuality before diving into a wild story about a close call on the road. Jarrod then shares the chaotic tale of "Neatos" - a wildly popular stress ball that caused a literal line around the...
-
Exploding Toilets, Vintage Cars, and The Future of the Podcast with Ryan & Jarrod
In this episode of Two Guys, Two Questions, hosts Ryan and Jarrod catch up after a wild week. Jarrod returns from Texas with a stomach bug that turns his first four days back into an absolute nightmare. After surviving his illness, he’s back to report the realities of juggling 900 snakes…
more -
Chasing Joy Over Money, Estate Sales, and What's Next at 50 with Ryan & Jarrod
What happens when you mix 30 years of friendship, a serial entrepreneur, a top-tier real estate agent, and two unprepared questions? In this inaugural episode of Two Guys, Two Questions, Ryan and Jarrod explore everything from the realities of turning your hobbies into businesses to a deep...
-
Bat Encounters, Box Trucks, and Core Beliefs with Ryan & Jarrod
What happens when you mix an impromptu beach trip, an Ozempic overdose story, and a swooping bat in a dark shed? In this unfiltered episode of Two Guys, Two Questions, Ryan and Jarrod explore everything from the harsh realities of cross-country box truck rentals to a deep philosophical debate…
more -
Escaped Snakes, Ozempic Updates, and the Truth About JFK with Ryan & Jarrod
What happens when you mix a tropical patio remodel, an escaped snake, and a wildly unproductive day? In this unfiltered episode, Ryan and Jarrod explore everything from the realities of taking Ozempic to a philosophical debate on the one question that would destroy society. The guys kick things…
more -
Raccoons, Ozempic, and Kentucky’s Underground Mushroom Mines with Ryan & Jarrod
What happens when you mix backyard wildlife defenses with massive real estate ambitions? In this unfiltered episode of Two Guys, Two Questions, Ryan and Jarrod explore everything from the realities of taking Ozempic to the dream of buying a multi-million square foot underground cave. The guys…
more -
Hoarders, Bootleggers, and Pre-Internet Existence with Ryan & Jarrod
In this wildly unfiltered episode of Two Guys, Two Questions, Ryan and Jarrod explore everything from the physical realities of aging to the existential dread of leaving no digital footprint. Jarrod shares the unbelievable, tragic, and fascinating saga of Lee the Collector—an eccentric old man…
more -
Public Bathrooms With No Door, Being Called-out by Your Kid and Roadside Emergencies
Some stories are just too embarrassing to keep to yourself. In this wildly unfiltered episode of Two Guys, Two Questions, Ryan and Jarrod share some of their most mortifying personal stories. Jarrod kicks things off by explaining why a strawberry milkshake and a copperhead snake led to an…
more -
Wrestling a 13-Foot Snake, The Vegas Sphere, and The Transparent Genie
In this episode of Two Guys, Two Questions, Ryan and Jarrod bring another hilarious mix of wild adventures and deep debates. Jarrod kicks things off with a terrifying (and pantless) midnight wrestling match with an escaped 13-foot snake, while Ryan shares his mind-blowing experience visiting the...
-
I Got Bit in the Eye by a Snake & Fighting an Angry Goose
In this episode of Two Guys, Two Questions, Ryan and Jarrod bring the perfect mix of chaos and deep conversation. Jarrod kicks things off with a hilariously disappointing review of a Star Wars-themed burlesque show in Vegas, his brilliant prank involving Amazon deliveries, and the terrifying…
more -
Am I a villain
In this episode of Two Guys, Two Questions, Ryan and Jarrod take a deeply personal detour. Jarrod returns to his late uncle's property, untouched since 2007, discovering everything from the eerie stillness of an abandoned home to a perfectly preserved, 20-year-old pot plant hanging in the…
more -
An Abandoned House and 700 Ticks Later
In this episode of Two Guys, Two Questions, Jarrod and Ryan dive into a wild week in rural Kentucky. Jarrod recounts a surreal and eerie visit to his late uncle's abandoned property—untouched since 2007—while battling a serious tick invasion after a day of hunting for snakes. The guys also…
more -
Tommy Chong Got Real: “I Just Like Getting Paid” | Lexington Comic-Con 2026
In this episode of Two Guys, Two Questions, Ryan and his co-host recount an incredibly eventful week centered around the Lexington Comic-Con. They share the behind-the-scenes chaos and successes of running a massive convention, including getting yelled at (or successfully avoiding it), elevator...
-
Ozempic, Insurance Hacks & The Reality of a Diabetes Diagnosis - EP 48
In this guest-free episode of Two Guys, Two Questions, Ryan and Jarrod hold nothing back. Jarrod is gearing up for the massive Lexington Comic Con, while Ryan shares his experience using a crazy new AI audio recorder that maps out entire conferences. The guys discuss the wild west of the early...
-
My FedEx Guy Thinks I Have a Massive Rat Infestation - EP 47
In this episode of Two Guys, Two Questions, Jarrod and Ryan hold nothing back. Jarrod shares the hilarious reality of receiving massive shipments of frozen rodents and why his FedEx guy thinks he has a severe rat problem. He also shares a story about a botched late-night "aerial burial" for a…
more -
The Great Chick-fil-A Pickle Conspiracy - EP 46
In this episode of Two Guys, Two Questions, Ryan and Jarrod hold nothing back. Jarrod shares the results of his recent doctor’s visit which leads into a highly candid and hilarious recap of his first-ever trip to the urologist for a vasectomy consult. Ryan chimes in with his own vasectomy...
-
Modern Actors in Classic Roles - EP 45
In this episode of Two Guys, Two Questions, Jarrod and Ryan are on a mission to survive with no DoorDash, debate prepping for the apocalypse, and discuss what they’d do with 30,000 comic books (probably not what you think). From random food survival hacks to the band lineup for an upcoming event,...
-
Hoarder With a Business License - EP 44
In this episode of Two Guys, Two Questions, Ryan & Jarrod bounce from business chaos into something much deeper. What starts as a catch-up about moving buildings and slow winter months turns into a real conversation about collectibles, contracts, regret, mortality, and what your “stuff” is…
more -
Retirement Plan is "Just Get Rich." - EP 43
Ryan & Jarrod are back to unpack cruise ship chaos, pet emergencies, real estate risks, and generational money mindsets. From Franklin’s medical scare to buying another commercial building, the conversation blends humor with unexpected depth. This episode explores what truly matters, the reality…
more -
Business or Friendship? - EP 42
Join Ryan & Jarrod in this candid and engaging episode of Two Guys, Two Questions. They take you behind the scenes of life’s messiness, from purchasing a massive comic book collection to navigating the complexities of working with friends in business. With humor and raw honesty, they reflect on…
more -
Two guys, no Camera - EP 41
In this episode of Two Guys, Two Questions, Ryan and Jarrod reflect on work-life balance, personal growth, and the pressure to turn everything into a job. Through stories about Amish real estate transactions, craftsmanship, holiday traditions, friendships, and Comic-Con memories, the conversation...
-
The zoo - EP 40
In this episode of Two Guys, Two Questions, Ryan dives into the mental side of entrepreneurship—processing big decisions, self-doubt, and the emotional weight that can follow major changes. He reflects on selling a building that is now owned by Jarrod, who operates a reptile business out of the...
-
TikTok Terrors -EP 39
Join Ryan and Jarrod in this fun and engaging episode of Two Guys, Two Questions, where they discuss everything from failed fishing trips to the strange workings of social media algorithms. They break down the "Happy Holidays vs. Merry Christmas" debate, talk about the impact of social media on...
-
Black Friday Strategies - EP 38
Join Ryan and Jarrod as they talk through retail sales strategies during Black Friday, the realities of real estate negotiations, and personal stories that bring humor and wisdom. From Ryan's perspective on retail promotions to Jarrod’s tips on crafting thoughtful offers, this episode has it all....
-
Costa Rica Adventures - EP 37
In this unfiltered episode of Two Guys, Two Questions, Ryan returns from Costa Rica with stories of jet skis, jungle tours, wild monkeys, and a resort full of persistent hustlers who somehow remembered his name… even when he didn’t tell them. Meanwhile, Jarrod confesses to accidentally acquiring…
more -
Miami Madness - EP 36
Ryan reports in from Miami and Jarrod returns from ScareFest in a chaotic, hilarious, and oddly reflective episode of Two Guys, Two Questions. They cover everything from wild Key West people-watching to a moral debt that’s been eating at Ryan for decades, plus the costs (financial and emotional)…
more -
You Got Small again - EP 35
Ryan checks in from Miami Beach while Jarrod shares post-con chaos from ScareFest. Between talk of cocaine jokes, AI breakthroughs, cult beards, and financial awakenings, this episode is the perfect mix of absurdity and insight. 🎧 Hosted by: Ryan & Jarrod 💡 Key Highlights: ✔️ How AI is…
more -
VIP Tickets - EP 34
Ryan and Jarrod return for another chaotic, hilarious, and totally unfiltered episode of Two Guys, Two Questions. From Comic Con ticket meltdowns to aging, Texas land dreams, and fast food philosophies — nothing is off-limits. It’s equal parts comedy, truth, and pure chaos. 💡 Key Highlights: ✔️...
-
2 series of book for 5$? Y'all will love this! - EP 33
Join Ryan and Jarrod in another hilarious episode of Two Guys, Two Questions, where chaos, comedy, and curiosity collide. The guys talk about getting old, overdoing cough syrup, estate sale treasures, and their latest obsession: buying Texas desert land for snake hunting. Between sarcastic life...
-
The Ballad of Billy Jack - EP 32
Hosts Ryan and Jarrod share a chaotic, hilarious, and reflective episode of High-End Fellas. From snake hoarding and reptile show adventures to family mysteries and the tragic story of Billy Jack Greer, they explore how personal quirks, curiosity, and hobbies shape life. Alongside real estate...
-
Thousand cockroaches or one human? - EP 31
Ryan Keaton and Jared Greer dive into a chaotic, unscripted discussion about everything from festival adventures and merch lines to retro toy trends, vinyl collectibles, and bizarre science theories. They reflect on Tyler Childers’ concert, explore the rise of graded media, and talk about real...
-
The Chaotic Dogs - EP 30
Ryan and Jared are back with another wild episode full of unpredictable conversations. From real estate investment advice to exploring kayaking in an old limestone mine, the guys dive into a myriad of topics. They touch on everything from generational shifts and the impact of social skills, to...
-
Love Letters - EP 29
In this wild and unpredictable episode of Two Guys, Two Questions, Ryan Keaton and Jared Greer chat about the bizarre and strange finds that make life a little more interesting. From a storage locker filled with unsettling memorabilia to a debate on Bigfoot and the Mothman, the hosts dive into…
more -
We're Livestreaming? - EP 28
Ryan and Jared return with another unscripted episode of Two Guys, Two Questions. This time, they explore chaotic family stories, side hustles, and the oddball way they approach life. From Ryan’s uncle’s wild hustle to getting a free ride home, to Jared’s refusal to get excited about low-paying...
-
Wild College Days - EP 27
Join Ryan and Jared in this unscripted, off-the-rails episode as they chat about everything from lawn payments, old college stories, to wrestling fantasies. They explore the complexities of judging the past with today’s standards and share wild tales from their unpredictable lives. Get ready for...
-
Warehouse Chaos - EP 26
Ryan and Jarrod are back with another unscripted rollercoaster. From Jarrod’s massive $5 warehouse sale and the wild items people actually bought, to swamp ass survival tips, flipper hustle, and a naked airport meltdown—you’ll laugh, shake your head, and maybe even learn something (probably not)....
-
Chick-fil-A - EP 25
In today’s episode, Ryan gets real about his life’s quirky stories, from his hilarious pet store mishap to an unexpected bachelor party. He shares personal failures that he now laughs about and reflects on what they’ve taught him. Join Ryan and his co-host as they talk about the importance of...
-
Fish Tanks - EP 24
Join Ryan and Jared for an unscripted, chaotic episode of Two Guys, Two Questions. In this episode, Ryan recounts how he ended up buying a 210-gallon reef tank off Facebook Marketplace in the middle of the night. The duo also dives into their dumbest habits, from late-night shopping binges to...
-
Time Travel in future 20 years - EP 23
In this fun episode of Two Guys, Two Questions, Ryan and Jarrod cover everything from vacation stories and grandbaby news to the hypothetical of perfect health. The conversation jumps from time travel dilemmas to treasure hunts, and even the influence of documentaries on our decisions. The hosts...
-
Mr. AI Ambassador - EP 22
Ryan and Jarrod dive deep into an unpredictable conversation about AI’s current and future role in life, privacy, and healthcare. They explore irrational fears like snakes, aging, and the role of technology in modern business. From discussing the potential for AI to revolutionize industries, to...
-
My Pet Monster - EP 21
Join Ryan and Jarrod in this episode of Real Estate Success, DFW as they reflect on an eventful week. They discuss the importance of action, how missed opportunities in the past could have shaped their present, and the rise of OnlyFans as a business. From navigating unexpected setbacks in…
more -
How many of them got Bidet? - EP 20
Join Ryan and Jarrod as they navigate the complexities of adult life, from unexpected mishaps to deep reflections on friendship, aging, and personal growth. This episode takes a humorous turn with a discussion about the essential life hack of using a bidet, offering valuable insights into the...
-
Dead Snake in the Garage - EP 19
Join Jason and Ryan as they tackle some of life’s big topics, from dealing with the death of a loved one to navigating the challenges of taking risks in life and work. In this episode, they dive deep into the realities of family, legacy, and making difficult decisions. They reflect on their own...
-
Cancun and the advertisement - EP 18
In this episode of Two guys, two questions, Ryan and Jarrod dive into their recent vacation experiences—Ryan’s trip to North Carolina and Jarrod’s eventful visit to Mexico. From altitude sickness and seaweed-filled beaches to memorable meals and cultural insights, they share it all. The...
We're indexing this podcast's transcripts for the first time — this can take a minute or two. We'll show results as soon as they're ready.
No matches for "" in this podcast's transcripts.
No topics indexed yet for this podcast.
Loading reviews...
ABOUT THIS SHOW
Two guys. Two questions. Endless tangents.Join Ryan Keeton, a real estate guy & VR golfer with beach bum dreams, and Jarrod Greer, a Comicon & retro toy store owner who insists his action figures aren’t dolls, as they ask each other one surprise question per episode—no prep, no rules, just chaos.From alligators to vibrators, superheroes to world problems, nothing’s off-limits. Add a monthly mystery guest, some pesky French bulldogs, and at least one existential crisis per episode—this podcast makes no sense… but in the best way.Buckle up. It’s gonna get weird. 🎙️😂
HOSTED BY
Ryan Keeton & Jarrod Greer
CATEGORIES
Loading similar podcasts...
Frequently Asked Questions
How many episodes does Two Guys, Two Questions have?
Two Guys, Two Questions currently has 68 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.
What is Two Guys, Two Questions about?
Two guys. Two questions. Endless tangents.Join Ryan Keeton, a real estate guy & VR golfer with beach bum dreams, and Jarrod Greer, a Comicon & retro toy store owner who insists his action figures aren’t dolls, as they ask each other one surprise question per episode—no prep, no rules, just...
How often does Two Guys, Two Questions release new episodes?
Two Guys, Two Questions has 68 episodes. Check the episode list to see recent publication dates and frequency.
Where can I listen to Two Guys, Two Questions?
You can listen to Two Guys, Two Questions on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.
Who hosts Two Guys, Two Questions?
Two Guys, Two Questions is created and hosted by Ryan Keeton & Jarrod Greer.
URL copied to clipboard!