#2396 - Andrew Schulz

with Andrew Schulz

Published October 18, 2025
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About This Episode

Joe Rogan and Andrew Schulz discuss AI-generated music, internet outrage dynamics, stand-up comedy culture, and the political climate in the U.S. and abroad. They explore topics ranging from pool hustling, parenting, and child stardom to free speech, immigration policy, and the possibility of alien contact as hinted in ancient religious texts. The conversation also covers MMA matchups, the psychology of cancel culture, and the importance of having humbling, skill-based hobbies outside of work.

Topics Covered

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Quick Takeaways

  • AI tools can now convincingly reimagine classic rap songs into entirely different genres with minimal prompting, raising both creative possibilities and ethical questions.
  • Online algorithms tend to flatten public figures into simplistic caricatures, fueling dehumanization and extreme reactions when those people are attacked or die.
  • Having a difficult, skill-based hobby like pool, archery, or jiu-jitsu can keep highly successful people grounded by providing honest, unforgiving feedback that status and fame cannot distort.
  • Modern cancel culture and bot-driven pile-ons can create wildly inaccurate narratives about comedians and public figures, which often diverge sharply from their actual intentions and behavior.
  • Rogan and Schulz see free speech as a core American value under pressure globally, pointing to arrests over social media posts in the UK and banking crackdowns in Canada as worrying trends.
  • They argue that both far-left and far-right attempts to fuse government with ideology or religion are dangerous, whether in efforts to turn Texas schools theocratic or to criminalize offensive speech abroad.
  • The pair criticize fellow comics and media figures who distance themselves from controversial friends or benefactors when public sentiment turns, framing loyalty and context as essential.
  • They discuss immigration and enforcement as a complex mix of census math, labor needs, political incentives, and moral questions about families who have lived and worked in the U.S. for years.
  • Ancient texts like the Book of Enoch and new fossil discoveries are used to speculate about human origins, hybrid beings, and how much of our deep past remains unknown or edited out.
  • Much of what people "know" about politics, wars, and celebrities now comes from short, emotionally charged clips whose incentives resemble fast food-immediately satisfying but nutritionally empty.

Podcast Notes

AI music, 50 Cent, and setting the tone

Listening to AI-generated 50 Cent songs

Joe and Andrew listen to an AI-generated version of 50 Cent's "What Up Gangsta" in a 1950s soul style[0:17]
They praise the "Many Men" AI remix and react to the flow and production quality of the AI track they play
Discussion of how easy AI prompting is for music[2:16]
Jamie explains that the track was made with a simple short prompt like "say 1950s soul music" plus a few words, not heavy editing

Workout music and hip-hop tastes

Joe says he actually works out to AI "50s soul" 50 Cent along with Wu-Tang and Big Daddy Kane[4:35]
They imagine a fictional soul singer performing the AI 50 Cent tracks in a Cat Williams-style suit, sweating and preaching on stage

50 Cent stories, security, and real-world threats

Rogan on meeting 50 Cent and his security

Joe recalls interviewing 50 Cent at a UFC event around 2007 and sitting next to him[5:15]
Andrew describes being on a film set with 50 in Australia and learning that some of 50's usual security couldn't enter due to felony records, so he brought "clean" professional security instead

Personal security warning about a death threat

Andrew says Joe's security team contacted him about an online woman threatening to kill him and advised him not to go to New Mexico[6:54]
They joke about avoiding New Mexico and acknowledge the "wild times" where people openly celebrate killings online

Charlie's death, dehumanization, and online caricatures

Andrew's reflections on "Charlie" and internet perception

Andrew says he was in Australia when "Charlie's" death happened, had time to watch his content, and reflects on how different political camps saw him as either a god-fearing family man or a bigot[7:37]
He recounts that Charlie once DM'd him about a misleading headline to ask if it was accurate, something colleagues never did, which Andrew found unusually considerate
Joe recalls meeting "Charlie" at a gun range (Taran Tactical) and not knowing much about his controversial views until after he was killed[10:45]
Joe notes "Charlie" was only 31 and compares judging him at that age to judging his own 21-year-old self before social media existed

Algorithmic flattening and partisan realities

Andrew argues that algorithms flatten people into two-dimensional versions, amplifying lines that hit fears and insecurities while stripping context[12:38]
He describes going on a promo tour for his special and encountering hosts who had a distorted internet-based image of him from headlines and clips
He suggests that left and right saw completely different "Charlies," which fuels mutual perception that the other side is insane when reacting to his death[14:34]

Roganverse, manosphere labels, and election blame

Media narratives about Rogan, Schulz, and the "manosphere"

Andrew says some blame Democratic losses on politicians appearing on podcasts like Rogan's, his own, and Theo Von's instead of taking responsibility for weak candidates and unpopular policies[15:42]
He mentions criticisms that label the "Rogan-verse" as part of the manosphere, especially post-election, rather than examining issues like an unpopular ticket or border concerns

Migrant issues and NIMBY reactions

They discuss New York's migrant crisis, including migrants housed in the Roosevelt Hotel, and the uproar when migrants were sent to Martha's Vineyard[16:03]
Andrew frames it as classic "not in my backyard" behavior, noting Martha's Vineyard is full of wealthy liberals who quickly removed migrants

Ezra Klein, zoning, and backlash to nuance

Andrew praises Ezra Klein for pointing out that restrictive laws in places like Los Angeles limit housing compared to states like Texas, and notes Klein was branded right-wing for it[16:47]
He texts Klein encouraging him, saying that when groups who hate you attack you for trying to be reasonable and win elections, you're doing the right thing

Algorithms, outrage, and internet extremity

Why nuanced content is not rewarded

Andrew argues algorithms reward entertaining, extreme content rather than nuanced, reasonable takes, so viewers get more Nick Fuentes-type rants than thoughtful TV hosts[17:36]
Joe says part of the fun of the unregulated internet is wild people breaking through, citing deepfake-style videos of politicians in bands and absurd Sora-generated clips

AI-generated porn and deepfake ethics

They speculate about AI-generated porn using real people's likenesses, including celebrities and spouses, and note this already existed in crude form with early Photoshop swaps like Sarah Palin porn[19:48]
Joe predicts AI porn will be a major problem for female celebrities and for regular people's partners once realistic deepfakes proliferate

Fire, arson, red tape, and California's wildfires

Fire as a dangerous but under-regulated tool

Joe likens the current AI/online chaos to when humanity first got matches, wondering if initial disasters like the Chicago Fire led to fire-use rules[20:30]
They note modern moves to build fireproof houses in fire-prone areas like Malibu, especially for wealthy residents

Recent California fires and suspected arsonists

Joe mentions an arson suspect connected to fires near the Palisades who had many fire-related AI prompts and a previous arson record[21:58]
He recalls another case where a convicted arsonist bought a real fire truck, painted it, and showed up at a fire scene posing as a firefighter
They discuss chaos during wildfires, including reports of teams of people starting additional fires and looters stealing TVs from burning neighborhoods[23:00]

Red tape, rebuilding, and incentives

Joe cites Adam Carolla's long-standing prediction that burned Palisades houses wouldn't be rebuilt due to permitting hurdles, noting little work has been done post-fire[25:16]
Andrew brings up a Pennsylvania bridge that was rebuilt in weeks after stripping regulations, versus an estimated 16-18 months with normal red tape, as an example of bureaucratic drag
They agree some regulation is necessary (e.g., for noise in dense New York apartments and for building safety inspectors), but excessive permitting can make renovation or construction nearly impossible[26:58]

Regulation, corruption, and forever chemicals

Why inspectors and food rules matter

Joe recounts arguing with Dave Rubin, who claimed construction sites don't need inspectors; Joe counters that without regulation, companies will put anything in food, citing current debates about additives[27:07]
They mention RFK Jr.'s criticisms of lax regulations and point out that companies already follow stricter ingredient rules in places like Canada while selling more harmful versions in the U.S.

Newsom veto and cookware chemicals

Joe and Andrew criticize California Governor Gavin Newsom for vetoing a bill that would have banned cookware containing PFAS "forever chemicals"[28:12]
They argue the bill was simply trying to stop poison from entering people's bodies and frame Newsom as protecting profit over public health

California's appeal vs. mismanagement and film industry exodus

Newsom's jabs at Rogan and California's status

Joe reacts to Newsom's online comments distancing himself from Rogan, calling it a bad and desperate strategy that makes him less inclined to host Newsom[29:12]
They mock Newsom's habit of reciting California's rankings (Fortune 500s, higher ed) as if he created them, pointing out the state's natural advantages predate his tenure[29:32]
Joe calls California an "unbelievable" state geographically, with beaches, mountains, and multiple distinct regions, saying it's still the best single state to live in if you could only pick one

Film production leaving Los Angeles

Andrew says producers told him LA is not even top 10 for filming locations now, citing Australia offering roughly 60% tax rebates on big-budget films[31:06]
He notes many LA crew members have moved to places like San Diego and travel to shoots, and that Netflix built a massive studio in New Jersey, signaling a production shift

LA vs. New York culture and communities

Motivations: attention vs. money

Joe characterizes LA as a city of "lost children" seeking attention to compensate for bad childhoods, whereas New Yorkers pursue money for similar psychological reasons[32:31]
Andrew adds that New York still respects greatness even outside wealth, citing top skateboarders or street artists being locally revered, unlike LA's singular focus on entertainment heat

Niche communities and pool halls

They reminisce about New York's dense pool-hall culture with legendary spots in Manhattan and New Jersey, and contrast it with LA only having a few notable halls like Hollywood Billiards[35:31]
Joe describes 24-hour Chinese-run pool rooms in New York full of hustlers and high-level players, versus LA's relative scarcity of such environments

Street artists and musicians like Charlie Crockett

Joe introduces country singer Charlie Crockett as someone who used to busk in New York subway tunnels and on street corners, eventually "killing it" as a successful musician[34:33]
They note New York supports such niche excellence, whereas in LA a subway busker would be dismissed as a loser for not being a superstar

Pool hustling culture, ethics, and legendary players

Respecting the hustle and rules of engagement

Joe explains that in pool, hustling is accepted and even respected among players, akin to a separate "prison rules" code distinct from normal morality[37:47]
He contrasts hustling pool players, who know the game, with hustling "lemons" (naive civilians), which is more like theft and can get you hurt

Weight, spots, and setting up big games

Joe explains "weight" in nine-ball, such as giving an opponent the 8-ball as an alternate winning ball, and how hustlers pretend to need weight to lure marks into higher-stakes games[43:06]
He describes long negotiations over breaks, wild vs. call-shot rules, and how players can spend an hour haggling over terms before a dollar is wagered

Efren Reyes, aliases, and road stories

Joe tells how Efren Reyes came to the U.S. under the alias Cesar Morales, stunned top American players at Reds, and had to sign his real name to collect winnings[47:09]
He mentions other players like Wade Crane (Billy Johnson) using fake names and discusses how strong players like Jeremy Jones hustled peers by getting favorable spots despite being better even at even terms

The craft of pool, humbling hobbies, and flow

Joe's practice habits and the "slip stroke"

Joe says he sometimes plays two hours a day but acknowledges pros often play eight, and describes holding the cue like a baby bird with a very light grip[54:12]
He explains a technique where the cue slips through his hand (a "slip stroke"), letting the cue's weight generate power and spin for more precise, non-sliding cue-ball movement

Why hard, skill-based hobbies matter

Joe argues artists need something hard and unforgiving like pool, archery, golf, paddle, or jiu-jitsu that does not care about their fame and gives absolute feedback on performance[56:24]
He notes archery and jiu-jitsu are binary-either you hit the target or tap someone out, or you fail-and that this truth keeps people humble and resilient

Losing, fear, and building resilience

They discuss how regular exposure to losing in sports or tough hobbies makes people more resilient, whereas those who never lose can be devastated by setbacks[59:33]
Joe compares pampered "princes" who never experience failure to jiu-jitsu students who get humbled by being tapped, and links the former to problems seen in some child stars

Child stars, stage parents, and parenting philosophy

The damage of early fame

Joe says he has never met a child star who has everything together, pointing to figures like Miley Cyrus and Michael Jackson to illustrate how early massive fame warps development[1:00:06]
He views some stage parents as desperate to get more work for their kids and notes that in child acting, unlike merit-based sports, opportunities are often tied to who you know and what you're willing to tolerate

Max Verstappen and tough-love cultivation

Andrew references F1 driver Max Verstappen, whose father was also a driver, as a case where a parent seems to have successfully engineered a champion through intense cultivation[1:03:31]
He cautions, though, that the same tough-love approach can break kids who lack the temperament, and says with his own daughter he doesn't feel the need to make her into something

Letting kids lead and handling failure

Joe credits his parents for supporting whatever he was ambitious about without inserting their own dreams, and says he tries to ask his kids whether they want help or space after failures[1:04:33]
They agree parents should be delicate, especially with daughters, and avoid forcing children into careers that reflect the parents' unfulfilled desires

Gendered behavior, the Jones brothers, and MMA megafights

Innate differences in boys' and girls' play

Andrew notes that slightly older girls playing with his toddler daughter already mother her gently, while boys tend to be rough and indifferent to younger kids' safety[1:06:21]
Joe says parents of sons report them lighting things on fire and roughhousing, arguing people without kids are often the ones with strong opinions denying innate gender differences

The Jones family genetics and discipline challenges

Joe describes meeting John Jones's large grandmother and credits her genetics for the brothers' size and athleticism, imagining how hard they must have been to discipline as teens[1:08:41]
He mentions sitting near the Jones brothers at a UFC event and seeing them as big, chill guys who were having a great time

John Jones vs. Alex Pereira as a dream fight

Joe speculates that a John Jones vs. Alex Pereira fight at the White House, possibly at a 225-pound catchweight, would be the biggest MMA fight in history[1:10:48]
They analyze Pereira's rematch with Magomed Ankalaev, noting Pereira's aggressive opening, unexpected right-hand knockout, and how he exploited Ankalaev's expected circling away from the left hook

Conor McGregor as promoter and Trump, Gaza, and ceasefires

Conor's showmanship and potential political power

Andrew raves about McGregor's promotional skills at a bare-knuckle event and jokes he'd attend just to watch Conor hype fights, chest-bumping fighters and demanding stakes[1:18:38]
They joke that Conor could become president of Ireland if allowed to run, given his charisma in front of crowds

Trump, ceasefires, and transactional foreign policy

Andrew credits Trump with stopping what Israel was doing in Gaza for the time being and securing hostage releases, framing it as Trump getting what he wanted from Bibi Netanyahu and Hamas[1:20:48]
He portrays Trump as someone who operates transactionally with foreign leaders, asking what they want (e.g., planes) and trading in exchange for actions like ceasefires

Ongoing regional strikes and right to opinions

They mention Israel bombing a Hezbollah munitions depot in Lebanon, producing massive secondary explosions, and note it's one in a pattern of ongoing strikes[1:22:46]
Andrew insists Americans funding such actions through taxes have the right to opinions on them, rejecting the idea that citizens should stay silent

Saudi Arabia, comedy, bots, and Western hypocrisy

Performing in Saudi Arabia and backlash

Andrew describes performing at a festival in Riyadh and posting his full set to show he didn't censor himself despite claims comics had signed lists of banned topics[1:24:52]
He says he ignores such lists, will perform wherever his fans are, and jokes that Saudi funding is just a discount for fans because tickets are still sold

Western complicity and selective outrage

Andrew points out that critics of Saudi shows ignore that top tennis players, golfers, race car drivers, and even a Hollywood studio are funded by Saudi money[1:26:46]
He says he's screenshotting critics because he expects some will later work on Saudi-funded films, highlighting perceived hypocrisy

Bots, manipulation, and comedian cowardice

Joe and Andrew discuss organized bot campaigns that amplify controversies and say some comics seize on these trends to distance themselves from Rogan or the "manosphere" for safety[1:29:55]
Andrew criticizes comics who used Rogan's platform to gain success but now subtly separate themselves when internet sentiment turns negative

Elon Musk, SpaceX visit, and internet misinformation

Joe's firsthand look at SpaceX and rocket testing

Joe recounts visiting SpaceX in South Texas, touring the facility, and watching a launch from a control room with dozens of live camera feeds and data readouts[1:39:35]
He explains that some SpaceX rockets are allowed to blow up intentionally to test design tolerances, contradicting online critics who call Musk a "fuckwit" because rockets explode

Deepfake accusations and lazy journalism

Andrew describes a journalist, the grandchild of a famous political family, who labeled him a "Nepo baby" and falsely claimed he married into the Turner media dynasty because his wife's maiden name is Turner[1:40:45]
He notes this journalist didn't do basic research, instead repeating a TikTok claim, and uses it as an example of how misinformation becomes accepted reality online

Content as fast food and needed skepticism

They compare viral clips pushed to non-followers to Big Macs: immediately gratifying but not nutritious, arguing viewers should treat unsolicited clips with skepticism[1:43:05]
Andrew says his default reaction to any video is now to question why it's being sent and what bias it's confirming, predicting younger generations will be more aware of algorithmic manipulation

Book of Enoch, Nephilim, and human origins speculation

Dead Sea Scrolls, textual stability, and Enoch's exclusion

Joe recounts a conversation with Rep. Anna Paulina Luna about the Book of Enoch, a text found with the Dead Sea Scrolls that depicts watchers mating with humans and creating Nephilim giants[1:57:17]
He cites biblical scholar John Westhoff saying an ancient copy of Isaiah found with the Dead Sea Scrolls matched a version a thousand years newer almost verbatim, suggesting careful transmission alongside Enoch, which rabbis later excluded

Giants, hybrids, and alternative human history

Joe paraphrases Enoch's narrative that watchers came down, mated with humans, and birthed giant Nephilim who consumed everything, likening that destructive appetite to human behavior[1:59:37]
They speculate that humans could be the "giants" relative to earlier hominins like Neanderthals, and imagine aliens running iterative biological experiments producing different human types

Fossil discoveries and many human branches

Joe references new fossil finds like Denisovans and a large-skulled Chinese hominin, arguing our knowledge of ancient human diversity is still fragmentary[2:01:29]
He recommends a PBS/BBC series "Human" hosted by Ella Al-Shamahi, which traces human migration, including crossing the Bering land bridge into North America

Free speech, UK and Canada examples, and authoritarian drift

UK sentencing over social media posts

They watch a clip of a British judge in a wig sentencing a man to 20 months in prison for posts encouraging attacks on a hotel housing asylum seekers[1:53:07]
Andrew notes the man was clearly inciting violence, which even in the US would cross a legal line, but finds the pageantry of the wig and the severity of the punishment striking

British colonial history and modern labor exploitation

They criticize British comedians who condemn Saudi labor practices while ignoring Britain's own history of plundering India via the East India Company, forcing people to leave for low-wage jobs[2:03:14]
Joe references the book "The Anarchy: The Relentless Rise of the East India Company" and mentions King Leopold's atrocities in the Congo killing an estimated tens of millions

Canada's constrained speech and financial repression

They note Canada doesn't have US-style free speech and discuss how authorities froze trucker protesters' bank accounts during COVID-related demonstrations[1:52:09]
Joe warns that such censorship and financial control are spreading norms outside the US, and argues Americans must protect their First Amendment fiercely

Fear of global trend toward totalitarianism

Joe worries that if England adopts expansive hate-speech enforcement and digital ID controls, those norms could spread, with governments framing free speech as incompatible with safety[1:52:59]
He argues authoritarian regimes often use leftists to gain power and then eliminate them once in control, citing Castro as an example

Immigration enforcement, ICE optics, and political incentives

ICE enforcement and Latino reactions

Andrew says images of ICE tearing families apart are politically damaging for Republicans, especially with Latino voters, even if ICE is in principle an important institution[2:27:22]
He mentions asking Trump how to avoid such scenes and discussing creating a path to citizenship for people who have lived and paid taxes in the US for a decade

Census math, districts, and undocumented residents

Joe explains that congressional seats are apportioned by population, not citizenship, so importing large numbers of non-citizens can increase a state's political representation[2:30:14]
They note at least one state allows undocumented people to get driver's licenses that could be used to attempt illegal voting, and acknowledge documented cases of non-citizens voting

Comedy industry, paths to success, and Austin resentment

Shifting career ladders in stand-up

Andrew outlines how the pathway used to be HBO specials, then big pods like Rogan's, then YouTube specials and Kill Tony; now many young comics feel lost amid saturated options[2:36:02]
He suggests uncertainty breeds bitterness and leads some comics to lash out at Austin's scene or attempt to define themselves by criticizing others

Marc Maron, hypocrisy, and loyalty to friends

Joe and Andrew accuse Marc Maron of attacking more successful comics out of bitterness, noting his Fear Factor criticism and Obama interview contrasted with his later stance on hosting politicians[2:37:12]
Andrew cites a story of Maron condemning Jon Stewart for taking an MTV show and later taking over the same show, calling such behavior emblematic of inside-industry knowledge that he's "a piece of shit"

Tony Hinchcliffe cancellations and Rogan's support

Joe recounts Tony's first "cancelation" over a clipped joke about an Asian comic, noting Tony released the full context and a video of the other set, which defused much of the outrage[2:46:55]
He describes taking Tony on the road to Salt Lake City during the storm, introducing him onstage and witnessing a standing ovation that reassured Tony the internet isn't reality
They contrast Rogan's willingness to stand by friends like Tony with other comics who, in Andrew's view, fail to defend colleagues when public opinion sours[2:49:51]

Networking vs. being funny, Joey Diaz's transformation, and material ethics

Fun hangs vs. onstage ability

Andrew says it's easy to "network" when you're funny, because people naturally want to hang out; harder when you're not, which is when people overcompensate with social maneuvering[3:02:49]
Joe recalls working for a hilarious private investigator who never tried comedy, illustrating that some of the funniest people never hit the stage

Joey Diaz: from backroom killer to stage monster

Joe describes Joey Diaz as the funniest person in the Comedy Store bar who initially struggled onstage trying to do conventional jokes, then exploded once he gave up on industry expectations[3:06:56]
He ties Joey's breakthrough to him getting fatter, not caring about casting, embracing his persona (even being billed as "Fat Baby" on lineups), and starting to destroy every set

Audience expectations and new material

Andrew insists on giving audiences mostly new material each tour because tickets are expensive and repeat bits can feel exploitative, though he sees value in doing a few beloved "hits"[3:11:39]
They contrast comedy with music, where fans often want classics repeated, and note that a small number of iconic jokes like Gaffigan's "Hot Pockets" or Kreischer's "Machine" story are exceptions in stand-up

Wild nature, predators, wolves in WWI, and trauma

Mountain lion attack on a deer in Colorado

Joe shows a video of a mountain lion seizing a deer by the neck beside a highway in Colorado, with the deer briefly escaping after a driver scares the cat with a horn[3:17:56]
He notes that such predators could just as easily target hikers, underscoring how wild and dangerous the "real world" is outside civilization

Predator-prey tradeoffs and wolves' brutality

Andrew argues predators like mountain lions have a harder life in some respects because they can't eat grass and must risk attacking armed prey, whereas prey evolve to be hard to kill[3:21:45]
Joe counters that deer antlers are primarily for fighting other males, not defense against predators, and stresses how clever and coordinated wolves and coyotes are

Wolves in World War I trenches

Joe recounts that during WWI, wolves were drawn to the trenches by wounded soldiers' blood, attacking at night and forcing Germans and Russians to pause fighting to kill wolves[3:24:51]
He imagines soldiers lying in trenches hearing comrades screaming as wolves tore them apart, compounding the trauma beyond human combat

Lessons Learned

Actionable insights and wisdom you can apply to your business, career, and personal life.

1

Short, emotionally charged clips are designed to trigger your fears and biases, not to educate you; treating them like fast food-tasty but not nutritious-helps you approach online content with healthy skepticism.

Reflection Questions:

  • What recurring types of clips or posts do you tend to click on without thinking, and how might they be shaping your view of the world?
  • How could you introduce a simple pause-like asking "who benefits from me seeing this?"-before reacting to viral content you didn't seek out?
  • What concrete habit (e.g., a weekly long-form article or podcast) can you add this week to balance out your diet of short-form media?
2

Humbling, skill-based hobbies that ignore your status-like combat sports, precision sports, or complex games-are powerful tools for building resilience, perspective, and a grounded sense of self.

Reflection Questions:

  • Where in your life do you get honest, unambiguous feedback about your performance that isn't distorted by your title or reputation?
  • How might regularly failing at a difficult hobby change the way you handle setbacks in your career or relationships?
  • What demanding activity could you commit to for the next three months that would challenge your ego and force you to improve through practice?
3

Algorithms and media incentives flatten people into caricatures, so judging anyone-friend or public figure-based only on headlines and clips almost guarantees you'll misunderstand them.

Reflection Questions:

  • Whose reputation in your mind is mostly built from secondhand snippets rather than firsthand conversations or full contexts?
  • How could you test your assumptions about a controversial figure or colleague by seeking out a long-form interview or direct interaction?
  • What specific rule could you adopt, such as "no forming strong opinions about a person based on less than 10 minutes of context," to guard against snap judgments?
4

Loyalty under pressure-standing by friends and colleagues when they're under attack, while still being honest about mistakes-is a rare but invaluable trait that strengthens trust and community.

Reflection Questions:

  • When someone close to you was criticized publicly or within your organization, did you instinctively distance yourself or look for ways to support them fairly?
  • How can you differentiate between blindly defending a friend and constructively having their back while encouraging them to address real issues?
  • Who in your life would you want on your side if you faced a storm of criticism, and what can you do now to be that kind of ally for others?
5

Regulation and oversight are double-edged: too little invites exploitation and disaster, but too much can paralyze useful work and rebuilds; effective systems deliberately balance safety with agility.

Reflection Questions:

  • Where in your work or projects do bureaucratic rules genuinely protect people, and where do they just slow things down without adding real safety?
  • How might you redesign one process you control so it preserves essential safeguards but removes unnecessary waiting or approvals?
  • What conversation could you initiate this month with a stakeholder (boss, regulator, teammate) to clarify which rules are non-negotiable and which can be streamlined?
6

If you don't consciously protect and practice free expression in your own circles, it's easy to sleepwalk into environments where social, corporate, or governmental pressures quietly narrow what can be said.

Reflection Questions:

  • Are there topics in your workplace, friend group, or online spaces that you avoid not because you're wrong, but because you fear social punishment?
  • How could you create or join spaces-book clubs, forums, small groups-where good-faith disagreement is explicitly welcomed and protected?
  • What is one belief you hold that you could safely articulate to a trusted person this week as practice in speaking honestly despite discomfort?
7

Parents and leaders who project their own unresolved ambitions onto others often create resentment and fragility; supporting people's intrinsic motivations tends to produce healthier, more sustainable excellence.

Reflection Questions:

  • In what ways might you be nudging a child, partner, or employee toward goals that reflect your story more than theirs?
  • How could you better ask and listen for what the other person genuinely wants before offering guidance or resources?
  • What is one specific expectation you could relax or renegotiate this month to give someone you care about more ownership over their path?
8

Career paths and status games change quickly, but focusing on becoming undeniably good at your craft remains the most durable strategy in volatile industries.

Reflection Questions:

  • Where are you spending time on networking, branding, or trends that might be distracting you from deep practice of your core skills?
  • How would your daily schedule change if you optimized it primarily for getting better, not just getting noticed?
  • What measurable improvement in your craft could you aim for over the next six months that would make you less dependent on changing platforms or gatekeepers?

Episode Summary - Notes by Skylar

#2396 - Andrew Schulz
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