The episode features Adam Ray, comedian, actor, and impressionist known for his Dr. Phil character and appearances on Kill Tony, alongside host Joe Rogan discussing comedy, character work, and life observations.
Ray shares stories about his viral Tony Hinchcliffe impression that earned him Kill Tony's guest of the year, his collaboration with Shane Gillis on the Biden-Trump debate sketch, and the evolution of his Dr. Phil character including getting Phil McGraw's blessing.
The conversation explores Ray's early comedy career starting in 2007, his brief stint working as a private investigator's driver in Boston, and his approach to developing impressions and characters from childhood through his current theater tour.
Topics range from the mathematics and psychology of lottery gambling, the cultural phenomenon of reality TV shows like Mil Manor, religious conversion attempts, to the technical specifications of Japan's high-speed rail versus failed American infrastructure projects.
Kill Tony Success and Character Evolution
Adam Ray won Kill Tony's guest of the year for his Tony Hinchcliffe impression, which transformed his appearance so completely that "you look oddly like him. Less like you than him."
Woody Harrelson attended the show and told Ray: "I don't know what was going on or what you had to do" and suggested "you kind of got a little Johnny Depp going on with that thing," leading to the idea of doing Jack Sparrow hosting Kill Tony with endless Amber Heard jokes.
Ray's Dr. Phil character required getting Phil McGraw's approval through his son Jordan, who helped facilitate the collaboration. Phil told Ray before the Netflix special: "It's your show, but I'm going to fuck with you."
The final Dr. Phil live show is scheduled for the Wiltern on December 16th, with Ray's first theater tour "Who is Me" running January through April, available at adamraycomedy.com.
Biden-Trump Debate and Shane Gillis Collaboration
Ray and Shane Gillis met for only the sixth time when doing the Biden-Trump sketch, spending two-plus hours in full makeup getting to know each other while building the bit.
"As soon as I got out there and I had the frozen eyes and Shane started to break out, that made me feel really comfortable when Shane like couldn't keep it together." - Adam on finding chemistry
Tony Hinchcliffe texted Ray in all caps "ABSOLUTELY. IT'LL BE YOUR BEST CHARACTER YET" when asked about doing the Tony impression on Kill Tony.
Ray's transformation included taped-back ears to push them out, matching teeth, and precise clothing replication, creating an "eerie" resemblance where "you did something weird. You oddly become that person."
The Lottery: America's Legalized Gambling Scam
The November 7, 2022 Powerball drawing reached $2.04 billion with over 111 million tickets sold for a single drawing, creating odds of 111 million to 1 for one winner.
"At least in blackjack, you've got like a 40% chance of winning. You have like fucking no chance of winning. You're just donating money hoping that you're the one person out of five million." - Joe
Winners face immediate 37% federal tax, plus state taxes, and if taking lump sum instead of 30-year annuity, receive less than half the advertised jackpot amount.
"The vast majority of people who win go broke within a very short amount of time. They blow through their money and they wind up getting robbed or something happens." - Joe on lottery winner outcomes
The 30-year annuity option pays out the full advertised amount with 5% annual increases for inflation, but requires surviving three decades to collect everything.
Why Sudden Wealth Destroys Drive and Purpose
"If I won the lottery, it would be bad for me because I'm the type of dude who needs like a thing to be working on. I want to improve at stuff. I drive towards things." - Joe
Joe recalled making maybe $20 per hour at age 22 working for private investigator Dave Dolan while doing standup at night, emphasizing the importance of that struggle period.
"When you do exciting things when you're young, you can't parse it out in your head and go, I know I have to do this boring thing because this is really important." - Joe on why early success can be destructive
Ray agreed that having goals and deadlines forces work, but "there's a meandering period that's important" to avoid getting stuck in patterns.
Private Investigation Stories and Insurance Fraud
Joe worked for private investigator Dave Dolan, who lost his license from drunk driving and hired Joe as "private investigator's assistant" - really just someone to drive him around.
Most cases involved insurance fraud: "catching people like doing things like pretending their back was hurt, then you catch them carrying roof shingles up a ladder."
Dolan used a scam where he'd tell people his girlfriend had the same injury they claimed, asking if they were getting paid. One woman admitted: "Not only am I getting paid by insurance, but I'm also working under my maiden name."
The woman invited them into her house for coffee. Joe felt bad: "She's so nice, man. We can't do that." But Dolan responded: "Fuck her. That lady's a fucking thief. Fuck her."
One case involved a man whose wife was cheating with a bodybuilder. After showing photos, the man kept asking them to follow her more, leading Joe to suspect "it was almost like they were playing a game like a cuck game."
Parenting Changes Your Worldview Completely
"You can't even compare" leaving dogs versus leaving kids when traveling. "When I go on the road, I know someone's taking care of my dog. The kids are a totally different beast." - Joe
"You don't even you can't even imagine how you're going to love them. It changes you as a human being because then you start to realize that everybody was a baby." - Joe
"Most of these fucked up people in the world, they just got a bad deck of cards. They just been handed a fucking sandwich every fucking day of their life." - Joe on developing compassion
Ray and his wife are preparing to try having kids after she went through medical procedures to make it possible, with Ray admitting he gets emotional even leaving his dogs.
Bodybuilding, Steroids, and Performance Enhancement
Modern bodybuilders dye their entire bodies dark chocolate brown but leave faces white because "after the woke stuff, it's become offensive to dye your face."
"Steroids don't make you grow. They make you recover." - Joe, explaining the primary function is enabling more frequent intense training sessions.
Barry Bonds and baseball steroid controversy discussed: "You're taking away records. You know what else is an illicit substance? Crack cocaine. No one's taking gold records away from Whitney Houston." - Greg Geraldo joke
"Make it legal. Make it mandatory. I want every baseball player to be roided out of his mind. Just giant fucking superhero looking dudes who crush it into the fucking parking lot." - Joe
Lance Armstrong and cyclists discussed: "It's been argued successfully that it's healthier to do that event on drugs" because Tour de France is so taxing on the body.
Russian Olympic Doping Scandal and Icarus Documentary
Icarus documentary followed filmmaker Brian Fogel who hired the head of Russia's anti-doping organization to show him how to cheat, then discovered the entire Sochi Olympics team was doped.
Russians drilled holes in walls to pass dirty urine samples through and swap with clean samples, discovered through "microscopic scratches in these supposedly unopenable jars."
The Russian official "lays out exactly how he did it in the documentary" and is now "in witness protection program like they want to kill him."
After the scandal, Russians couldn't compete as Russians in Rio Olympics - "They had to compete as they had to be independent. They couldn't represent Russia."
The official said "they doped up everybody except the figure skaters" because "it didn't seem to give him any improvement because it was all just really fine motor."
Russian figure skater Kamila Valieva, age 15, tested positive for banned heart medication trimetazidine at 2022 Beijing Olympics. Her explanation of "contamination of a strawberry dessert prepared on the same table as her grandfather's heart medication pills was ultimately rejected as implausible."
UFC Fighter Economics vs. Traditional Sports
UFC currently has approximately 600 fighters under contract compared to 1,700+ NFL players on active rosters plus 400 practice squad players.
NBA has about 550 players total. UFC's heavyweight division has 265-pound weight limit, which would exclude Shaquille O'Neal who "probably would have to cut 80 pounds to make the UFC's weight limit."
"Super athletes when they're kids, they go into football, they go into baseball, they go into basketball. That's where the money is. There's way more spots probably for football players than there are for UFC." - Joe
MMA requires going to gyms, getting kicked in the nuts, punched in the face, bloody noses, and sore joints from submission attempts - much harder sell than school sports programs.
"It's got to be a kid that watches the UFC and goes, 'That is me.' Like Tiger Woods was golfing at two or three." Most MMA fighters start with traditional martial arts as kids, then transition.
Early Comedy Career and Bombing Stories
Ray did one open mic in Seattle before moving to LA in 2001-2005, then seriously started standup in 2007 at the Comedy Store and everywhere else.
His first frat party set: "I practiced 30, I'm doing 30" even though the band was ready. A girl started booing, he yelled back and "got some laughs and that's all I remember about it."
Ray's mom came to see him perform too early. His joke: "My mom taught me to be kind and nice and take a guy out to dinner before you lick his asshole. Just kidding. I wouldn't take him to dinner, bro." His mom's response: "Did you have fun?"
"You need that delusion in the beginning. The dream is so ridiculous. There can't be any part of you that's like do people really want to hear what I have to say or am I really funny." - Joe
Ray got fired from Tempe Improv holiday show for saying "cunt" in his PSA joke after being told to be clean. Adam Eget fired him but they went to a bar, "ripped it up," stayed friends, and "he didn't hold it against me."
Japan's 310 MPH Maglev vs. California's Failed Rail
Japan's new maglev train travels 310 mph, completing Tokyo to Osaka (177 miles) in under an hour, with 80% of the 177-mile route located underground.
California received $4 billion in federal funding for high-speed rail project but has built nothing functional after years of planning and spending.
Florida's Brightline train goes 125 mph and has caused 180 deaths, making it "America's most dangerous passenger train" because "people think they can beat it and they can't."
Randy Johnson's 100+ mph fastball famously killed a bird mid-flight during a game. "PETA sued Johnson for the obvious freak accident" and "Johnson resents the way he's remembered as the bird killer."
Reality TV's Descent: From Sopranos to Mil Manor
Mil Manor on TLC features hot single moms in their 40s dating younger men, then reveals the men are the sons of the other moms on the show, creating "son versus father" dynamics in season two.
Golden Bachelor features 75-year-old contestants looking for love after losing spouses. The first Golden Bachelor "told one girl 'If I ever kill you, this is where I'll chop you up and leave your body'" and was caught cheating shortly after the show.
True crime documentaries like Murdaugh Murders on Netflix are extremely popular. Alex Murdaugh killed his wife and son to create distraction from financial crimes, now serving life in prison.
"This weird culture of everybody wanting attention. So strange. 15 minutes of fame and then you can take that 15 minutes and turn it into a podcast." - Joe on reality TV motivations
Religious Conversion Attempts and Cult Behavior
At UMass, a hot Puerto Rican girl invited Joe to a weekend retreat. When he mentioned a Trump plane crash, she and her group all started chanting "Praise God. Praise God" in unison.
"It wasn't just like, 'Oh, thank God. Thank God.' It was a weird Praise God. And all of them saying it. I was like 'Oh no.' It was like I was in a zombie movie where everybody was turning." - Joe
A woman approached Ray after his show: "I heard you talk about being nervous flying and I know you're a Jew, but I brought you a Bible." She asked "Wouldn't you like to know where you're going when you die if the plane goes down?"
At a Christian water sports camp, a counselor tried converting Ray: "He brought up my parents' divorce. He was like 'Do you know why your dad left?' He went hard in the paint."
"People that follow Christianity, that actually do follow it and are like real Christians, are some of the nicest people I've ever met in my life. It makes for nicer people." - Joe, despite criticizing aggressive conversion tactics
VR Gaming, Omni-Directional Treadmills, and Future Tech
Omni-directional treadmills allow 360-degree movement in VR games with users strapped in at waist level. One verified buyer claimed losing 40 pounds in four months playing VR games.
Steam's new VR headset can directly sync to computers or work standalone, playing VR games without wires - an improvement over older Oculus setups requiring phone connections.
"If they really did VR Quake and you're on one of those treadmills where you can run in any direction, you're probably getting some legitimate exercise, especially if you're running from zombies." - Joe
Disney developed "hollow tile" technology allowing VR movement without treadmills or attachments - users walk naturally while the floor adjusts beneath them, though speed is limited.
"Most people don't want to be active while they're playing video games. They're counterintuitive things." - Jamie, explaining why VR exercise gaming hasn't taken off despite technology existing
Sociopaths, Empathy, and Human Nature
Studies estimate 1-4% of the general population are sociopaths with antisocial personality disorder, with approximately 3% of males and 1% of females exhibiting sociopathic tendencies.
"One notable estimate is that approximately 3 to 5% of Americans could be sociopaths, with some sources citing one in 25 people (4%) having sociopathic traits."
"Could you be a good person and still be a sociopath? Like you really don't care about other people, but you just do the right thing because it seems like the right thing to do?" - Joe questioning nature versus nurture
"You could fake empathy and compassion. If you're a real sociopath that's got a lot of time tricking people, maybe you're a real good politician." - Joe on high-functioning sociopaths
"You kind of need empathy and compassion to interact with anybody, don't you? That's what keeps us together." - Ray on core human traits necessary for society
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