Jan 10, 2023 · 54m · founders-journal

Our 2023 Predictions, from AI to the Creator Economy

Alex Lieberman · 28m spoken Jesse Pujji · 19m spoken
0:00 / 0:00

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In this 2023 kickoff episode of The Crazy Ones, Alex Lieberman and Jesse Pujji break down high-conviction predictions across generative AI, tech macroeconomics, and the creator economy before conducting a detailed operational teardown of Alex's new physical product startup, The Plunge.

How this conversation actually went

Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. Alex holds 58.8% of the talking time here. How this is scored →

Alex as informed peer 4.7 Guest teaching 4.4 Guest disagreement 1.9 Alex pushing back 1.4
05100:0015:0030:0045:000:00–3:37 · Alex as informed peer 2/10 Welcome to 2023: Show Evolution and Sophia's Next Chapter Alex handles housekeeping, explaining show format changes for 2023 and announcing Sophia Amoruso's transition away from regular co-hosting. The tone is entirely friendly, celebratory, and collegial.3:38–8:28 · Alex as informed peer 4/10 The Purpose of Forecasting and AI Integration Across Businesses Jesse shares practical ways his portfolio companies are already leveraging AI tools like ChatGPT and Pebblely for product photography. Alex connects this to his own struggles setting up product imagery for his new venture.8:28–12:38 · Alex as informed peer 6/10 Macroeconomic Headwinds, Capital Repricing, and Tech Layoffs Alex outlines his macroeconomic thesis for 2023, citing inflation figures, capital repricing, and Scott Galloway's tech layoff calculus. Jesse agrees and emphasizes how overbuilding during the pandemic boom induced corporate greed.12:38–17:06 · Alex as informed peer 6/10 High-Conviction Forecast: The Dominance of Short-Form and Vertical Media Alex predicts the continued exponential rise of short-form vertical video, highlighting offshore editing agencies. Jesse expands on this thesis using his company Kahani, arguing that vertical media will dominate standard web commerce.17:07–19:40 · Alex as informed peer 5/10 High-Conviction Forecast: The Retraction of Cohort-Based Courses Alex forecasts a sharp decline in cohort-based courses due to lack of scheduling flexibility and oversupply. Jesse frames the topic through a longer 10-year lens regarding the unbundling and credentialing of university education.19:41–25:33 · Alex as informed peer 6/10 Creator Economy Realities: Funding Pullbacks and Infrastructure Scale Jesse presents Hollywood rights management as an analogy for creator economy back-office infrastructure. Alex pushes back by arguing most creator tools lack venture-scale economics outside of transaction tollbooths and top-tier creator consumer brands.25:33–32:55 · Alex as informed peer 5/10 Wildcard Predictions and Reflections on 1923 Projections The hosts trade wildcard predictions on pickleball and a potential TikTok sale. Jesse vigorously dismisses the idea of Disney acquiring TikTok, arguing TikTok is contrary to Disney's curated IP model while Microsoft is the natural buyer.32:56–37:32 · Alex as informed peer 4/10 The Plunge Genesis: Pitching a Backyard Plunger-Throwing Game Alex pitches his new backyard game venture, The Plunge, inspired by viral Dude Perfect videos and the rise of axe-throwing venues. Jesse enforces a rapid-fire startup pitch structure to get down to the core business model.37:32–51:35 · Alex as informed peer 4/10 Business CrossFit: Unit Economics and Paid Acquisition for The Plunge Jesse runs a deep operational teardown of The Plunge, schooling Alex on ad testing, 'seasoning the pixel' on Facebook, and calculating acquisitions per ten thousand impressions. Alex defends his cautious pre-order staging strategy to avoid tying up capital in inventory.0:00–3:37 · Guest teaching 1/10 Welcome to 2023: Show Evolution and Sophia's Next Chapter Alex handles housekeeping, explaining show format changes for 2023 and announcing Sophia Amoruso's transition away from regular co-hosting. The tone is entirely friendly, celebratory, and collegial.3:38–8:28 · Guest teaching 5/10 The Purpose of Forecasting and AI Integration Across Businesses Jesse shares practical ways his portfolio companies are already leveraging AI tools like ChatGPT and Pebblely for product photography. Alex connects this to his own struggles setting up product imagery for his new venture.8:28–12:38 · Guest teaching 4/10 Macroeconomic Headwinds, Capital Repricing, and Tech Layoffs Alex outlines his macroeconomic thesis for 2023, citing inflation figures, capital repricing, and Scott Galloway's tech layoff calculus. Jesse agrees and emphasizes how overbuilding during the pandemic boom induced corporate greed.12:38–17:06 · Guest teaching 5/10 High-Conviction Forecast: The Dominance of Short-Form and Vertical Media Alex predicts the continued exponential rise of short-form vertical video, highlighting offshore editing agencies. Jesse expands on this thesis using his company Kahani, arguing that vertical media will dominate standard web commerce.17:07–19:40 · Guest teaching 4/10 High-Conviction Forecast: The Retraction of Cohort-Based Courses Alex forecasts a sharp decline in cohort-based courses due to lack of scheduling flexibility and oversupply. Jesse frames the topic through a longer 10-year lens regarding the unbundling and credentialing of university education.19:41–25:33 · Guest teaching 6/10 Creator Economy Realities: Funding Pullbacks and Infrastructure Scale Jesse presents Hollywood rights management as an analogy for creator economy back-office infrastructure. Alex pushes back by arguing most creator tools lack venture-scale economics outside of transaction tollbooths and top-tier creator consumer brands.25:33–32:55 · Guest teaching 5/10 Wildcard Predictions and Reflections on 1923 Projections The hosts trade wildcard predictions on pickleball and a potential TikTok sale. Jesse vigorously dismisses the idea of Disney acquiring TikTok, arguing TikTok is contrary to Disney's curated IP model while Microsoft is the natural buyer.32:56–37:32 · Guest teaching 3/10 The Plunge Genesis: Pitching a Backyard Plunger-Throwing Game Alex pitches his new backyard game venture, The Plunge, inspired by viral Dude Perfect videos and the rise of axe-throwing venues. Jesse enforces a rapid-fire startup pitch structure to get down to the core business model.37:32–51:35 · Guest teaching 7/10 Business CrossFit: Unit Economics and Paid Acquisition for The Plunge Jesse runs a deep operational teardown of The Plunge, schooling Alex on ad testing, 'seasoning the pixel' on Facebook, and calculating acquisitions per ten thousand impressions. Alex defends his cautious pre-order staging strategy to avoid tying up capital in inventory.0:00–3:37 · Guest disagreement 0/10 Welcome to 2023: Show Evolution and Sophia's Next Chapter Alex handles housekeeping, explaining show format changes for 2023 and announcing Sophia Amoruso's transition away from regular co-hosting. The tone is entirely friendly, celebratory, and collegial.3:38–8:28 · Guest disagreement 1/10 The Purpose of Forecasting and AI Integration Across Businesses Jesse shares practical ways his portfolio companies are already leveraging AI tools like ChatGPT and Pebblely for product photography. Alex connects this to his own struggles setting up product imagery for his new venture.8:28–12:38 · Guest disagreement 2/10 Macroeconomic Headwinds, Capital Repricing, and Tech Layoffs Alex outlines his macroeconomic thesis for 2023, citing inflation figures, capital repricing, and Scott Galloway's tech layoff calculus. Jesse agrees and emphasizes how overbuilding during the pandemic boom induced corporate greed.12:38–17:06 · Guest disagreement 1/10 High-Conviction Forecast: The Dominance of Short-Form and Vertical Media Alex predicts the continued exponential rise of short-form vertical video, highlighting offshore editing agencies. Jesse expands on this thesis using his company Kahani, arguing that vertical media will dominate standard web commerce.17:07–19:40 · Guest disagreement 2/10 High-Conviction Forecast: The Retraction of Cohort-Based Courses Alex forecasts a sharp decline in cohort-based courses due to lack of scheduling flexibility and oversupply. Jesse frames the topic through a longer 10-year lens regarding the unbundling and credentialing of university education.19:41–25:33 · Guest disagreement 2/10 Creator Economy Realities: Funding Pullbacks and Infrastructure Scale Jesse presents Hollywood rights management as an analogy for creator economy back-office infrastructure. Alex pushes back by arguing most creator tools lack venture-scale economics outside of transaction tollbooths and top-tier creator consumer brands.25:33–32:55 · Guest disagreement 4/10 Wildcard Predictions and Reflections on 1923 Projections The hosts trade wildcard predictions on pickleball and a potential TikTok sale. Jesse vigorously dismisses the idea of Disney acquiring TikTok, arguing TikTok is contrary to Disney's curated IP model while Microsoft is the natural buyer.32:56–37:32 · Guest disagreement 2/10 The Plunge Genesis: Pitching a Backyard Plunger-Throwing Game Alex pitches his new backyard game venture, The Plunge, inspired by viral Dude Perfect videos and the rise of axe-throwing venues. Jesse enforces a rapid-fire startup pitch structure to get down to the core business model.37:32–51:35 · Guest disagreement 3/10 Business CrossFit: Unit Economics and Paid Acquisition for The Plunge Jesse runs a deep operational teardown of The Plunge, schooling Alex on ad testing, 'seasoning the pixel' on Facebook, and calculating acquisitions per ten thousand impressions. Alex defends his cautious pre-order staging strategy to avoid tying up capital in inventory.0:00–3:37 · Alex pushing back 0/10 Welcome to 2023: Show Evolution and Sophia's Next Chapter Alex handles housekeeping, explaining show format changes for 2023 and announcing Sophia Amoruso's transition away from regular co-hosting. The tone is entirely friendly, celebratory, and collegial.3:38–8:28 · Alex pushing back 1/10 The Purpose of Forecasting and AI Integration Across Businesses Jesse shares practical ways his portfolio companies are already leveraging AI tools like ChatGPT and Pebblely for product photography. Alex connects this to his own struggles setting up product imagery for his new venture.8:28–12:38 · Alex pushing back 2/10 Macroeconomic Headwinds, Capital Repricing, and Tech Layoffs Alex outlines his macroeconomic thesis for 2023, citing inflation figures, capital repricing, and Scott Galloway's tech layoff calculus. Jesse agrees and emphasizes how overbuilding during the pandemic boom induced corporate greed.12:38–17:06 · Alex pushing back 1/10 High-Conviction Forecast: The Dominance of Short-Form and Vertical Media Alex predicts the continued exponential rise of short-form vertical video, highlighting offshore editing agencies. Jesse expands on this thesis using his company Kahani, arguing that vertical media will dominate standard web commerce.17:07–19:40 · Alex pushing back 1/10 High-Conviction Forecast: The Retraction of Cohort-Based Courses Alex forecasts a sharp decline in cohort-based courses due to lack of scheduling flexibility and oversupply. Jesse frames the topic through a longer 10-year lens regarding the unbundling and credentialing of university education.19:41–25:33 · Alex pushing back 3/10 Creator Economy Realities: Funding Pullbacks and Infrastructure Scale Jesse presents Hollywood rights management as an analogy for creator economy back-office infrastructure. Alex pushes back by arguing most creator tools lack venture-scale economics outside of transaction tollbooths and top-tier creator consumer brands.25:33–32:55 · Alex pushing back 2/10 Wildcard Predictions and Reflections on 1923 Projections The hosts trade wildcard predictions on pickleball and a potential TikTok sale. Jesse vigorously dismisses the idea of Disney acquiring TikTok, arguing TikTok is contrary to Disney's curated IP model while Microsoft is the natural buyer.32:56–37:32 · Alex pushing back 1/10 The Plunge Genesis: Pitching a Backyard Plunger-Throwing Game Alex pitches his new backyard game venture, The Plunge, inspired by viral Dude Perfect videos and the rise of axe-throwing venues. Jesse enforces a rapid-fire startup pitch structure to get down to the core business model.37:32–51:35 · Alex pushing back 2/10 Business CrossFit: Unit Economics and Paid Acquisition for The Plunge Jesse runs a deep operational teardown of The Plunge, schooling Alex on ad testing, 'seasoning the pixel' on Facebook, and calculating acquisitions per ten thousand impressions. Alex defends his cautious pre-order staging strategy to avoid tying up capital in inventory.

speaking balance: gold is Alex, purple is the guest (3 minute bins)

0:00 · Alex 90% · guest 10%0:00 · Alex 90% · guest 10%3:00 · Alex 30.8% · guest 69.2%3:00 · Alex 30.8% · guest 69.2%6:00 · Alex 60.2% · guest 39.8%6:00 · Alex 60.2% · guest 39.8%9:00 · Alex 70% · guest 30%9:00 · Alex 70% · guest 30%12:00 · Alex 44.2% · guest 55.8%12:00 · Alex 44.2% · guest 55.8%15:00 · Alex 76.6% · guest 23.4%15:00 · Alex 76.6% · guest 23.4%18:00 · Alex 26.5% · guest 73.5%18:00 · Alex 26.5% · guest 73.5%21:00 · Alex 77.7% · guest 22.3%21:00 · Alex 77.7% · guest 22.3%24:00 · Alex 49.4% · guest 50.6%24:00 · Alex 49.4% · guest 50.6%27:00 · Alex 33.3% · guest 66.7%27:00 · Alex 33.3% · guest 66.7%30:00 · Alex 73.9% · guest 26.1%30:00 · Alex 73.9% · guest 26.1%33:00 · Alex 97.2% · guest 2.8%33:00 · Alex 97.2% · guest 2.8%36:00 · Alex 75.6% · guest 24.4%36:00 · Alex 75.6% · guest 24.4%39:00 · Alex 60.2% · guest 39.8%39:00 · Alex 60.2% · guest 39.8%42:00 · Alex 62.3% · guest 37.7%42:00 · Alex 62.3% · guest 37.7%45:00 · Alex 9.1% · guest 90.9%45:00 · Alex 9.1% · guest 90.9%48:00 · Alex 74% · guest 26%48:00 · Alex 74% · guest 26%51:00 · Alex 40.8% · guest 59.2%51:00 · Alex 40.8% · guest 59.2%54:00 · Alex 91.3% · guest 8.7%54:00 · Alex 91.3% · guest 8.7%
Sharpest disagreement ▶ 29:48 Jesse forcefully dismisses the Disney TikTok acquisition thesis

When Alex presents Adam Ryan's prediction that Disney could buy TikTok, Jesse immediately shuts it down with 'No chance,' arguing Disney avoids uncurated UGC.

Hardest push from Alex ▶ 43:38 Alex challenges Jesse's advice to risk upfront manufacturing spend

When Jesse questions why Alex is using pre-orders rather than simply buying inventory upfront, Alex directly counters by asking whether Jesse would casually risk losing a hundred thousand dollars.

Biggest teaching moment ▶ 45:15 Jesse breaks down Facebook pixel seasoning and APM math

Jesse educates Alex on early stage paid customer acquisition, explaining the mechanics of seasoning pixels with static creative and calculating conversion metrics per 10k impressions.

Alex holds their own ▶ 22:15 Alex articulates the limitations of venture-backed creator startups

Alex displays deep domain expertise in digital media by dissecting why most creator economy startups fail to achieve venture outcomes unless they operate as core utility tollbooths like social platforms.

the scores for every segment, with the reasoning behind each
ChapterTopicAlex as informed peerGuest teachingGuest disagreementAlex pushing backWhy
Welcome to 2023: Show Evolution and Sophia's Next Chapter 2100 Alex handles housekeeping, explaining show format changes for 2023 and announcing Sophia Amoruso's transition away from regular co-hosting. The tone is entirely friendly, celebratory, and collegial.
The Purpose of Forecasting and AI Integration Across Businesses 4511 Jesse shares practical ways his portfolio companies are already leveraging AI tools like ChatGPT and Pebblely for product photography. Alex connects this to his own struggles setting up product imagery for his new venture.
Macroeconomic Headwinds, Capital Repricing, and Tech Layoffs 6422 Alex outlines his macroeconomic thesis for 2023, citing inflation figures, capital repricing, and Scott Galloway's tech layoff calculus. Jesse agrees and emphasizes how overbuilding during the pandemic boom induced corporate greed.
High-Conviction Forecast: The Dominance of Short-Form and Vertical Media 6511 Alex predicts the continued exponential rise of short-form vertical video, highlighting offshore editing agencies. Jesse expands on this thesis using his company Kahani, arguing that vertical media will dominate standard web commerce.
High-Conviction Forecast: The Retraction of Cohort-Based Courses 5421 Alex forecasts a sharp decline in cohort-based courses due to lack of scheduling flexibility and oversupply. Jesse frames the topic through a longer 10-year lens regarding the unbundling and credentialing of university education.
Creator Economy Realities: Funding Pullbacks and Infrastructure Scale 6623 Jesse presents Hollywood rights management as an analogy for creator economy back-office infrastructure. Alex pushes back by arguing most creator tools lack venture-scale economics outside of transaction tollbooths and top-tier creator consumer brands.
Wildcard Predictions and Reflections on 1923 Projections 5542 The hosts trade wildcard predictions on pickleball and a potential TikTok sale. Jesse vigorously dismisses the idea of Disney acquiring TikTok, arguing TikTok is contrary to Disney's curated IP model while Microsoft is the natural buyer.
The Plunge Genesis: Pitching a Backyard Plunger-Throwing Game 4321 Alex pitches his new backyard game venture, The Plunge, inspired by viral Dude Perfect videos and the rise of axe-throwing venues. Jesse enforces a rapid-fire startup pitch structure to get down to the core business model.
Business CrossFit: Unit Economics and Paid Acquisition for The Plunge 4732 Jesse runs a deep operational teardown of The Plunge, schooling Alex on ad testing, 'seasoning the pixel' on Facebook, and calculating acquisitions per ten thousand impressions. Alex defends his cautious pre-order staging strategy to avoid tying up capital in inventory.

Statements from this episode (23)

Insight
Pujji: The Value of Forecasting Lies in Mental Preparation, Not Accuracy
“The predictions are going to be wrong for sure. We're going to get them wrong, but the thought process and the cycling around in your brain and talking through with your teams, that's where the value comes in. Cause then when you do spot something or something…”
Jesse Pujji Jan 10, 2023 ▶ 4:06
Prediction Not checkable as stated
Lieberman: In 2023 Businesses Will Underperform, Valuations Drop, and Layoffs Continue
“So I just think overall, businesses are not going to perform as well in twenty-twenty-three. Consumers are going to be buying less stuff. Valuations are going to be repriced for higher interest rates. More layoffs are going to continue, I think, across the boa…”
Alex Lieberman Jan 10, 2023 ▶ 9:39
Disclosure
Pujji: None of My Companies Have Done Layoffs Yet
“None of my companies have done layoffs yet.”
Jesse Pujji Jan 10, 2023 ▶ 11:55
Insight
Pujji: Tech Layoffs Are a Direct Result of Boom-Cycle Greed
“Layoffs are a function of greed, and there was a moment where people were just overbuilding a lot, and that's what leads to layoffs, and that's what leads to a lot of this stuff.”
Jesse Pujji Jan 10, 2023 ▶ 12:23
Insight
Pujji: Founders who claim universal knowledge lose credibility immediately
“By the way, that's one of my signs of like a mature, self-aware entrepreneur. Is when, like, a person says to me, like, I know this really well, so I'm gonna, but these things, like, I have no clue. And then someone, like, has the same level of knowledge on ev…”
Jesse Pujji Jan 10, 2023 ▶ 13:04
Prediction Not checkable as stated
Pujji: Vertical media will become the dominant internet format in 2023
“I think I predict if we're right about Kahani that sometime this year, it's going to become a must have thing that your e-com site has tons of vertical media integrated into it to have the right rich experience that a user demands. But I think it's going to ha…”
Jesse Pujji Jan 10, 2023 ▶ 14:38
Prediction Not checkable as stated
Lieberman: Cohort-based courses will see declining interest in 2023
“And so I just think cohort based courses, we're going to hear a lot less talk about them in 2023.”
Alex Lieberman Jan 10, 2023 ▶ 18:29
Prediction Not checkable as stated
Pujji: Education Outside Top 100 Universities Will Be Reimagined by 2033
“So in 10 years, I think universities and the entire EDU system, other than maybe the top hundred universities, is going to be pretty reimagined.”
Jesse Pujji Jan 10, 2023 ▶ 18:48
Prediction Not checkable as stated
Pujji: Short-term creator shakeout before long-term workforce explosion
“I'd say in the short term, there will be a shakeout in the creator economy but again, in the long term, I think that category of people and workers is going to continue to kind of grow and explode.”
Jesse Pujji Jan 10, 2023 ▶ 19:45
Prediction Held up
Lieberman: Creator economy venture funding will dry up in 2023
“Creator economy, economy funding is going to dry up this year.”
Alex Lieberman Jan 10, 2023 ▶ 22:39
Opinion
Lieberman: Very few creator economy businesses have venture scale upside
“There are lots of businesses to build in the creator economy. Still, there are not a lot of businesses that are what I would call venture scale creator Economy businesses right now.”
Alex Lieberman Jan 10, 2023 ▶ 22:43
Assertion Not checkable as stated
Lieberman: MrBeast's Feastables generates $1M a month in Walmart alone
“Businesses that are built with the Mr. Beast of the world, where Feastables is doing, you know, A million dollars a month in just Walmart businesses like that.”
Alex Lieberman Jan 10, 2023 ▶ 23:38
Prediction Not checkable as stated
Pujji: Creator economy will become increasingly verticalized and specialized
“I think the creator economy ultimately is going to be much more verticalized. It's going to be, the creators are going to get bigger. The verticals are going to get more pronounced.”
Jesse Pujji Jan 10, 2023 ▶ 24:24
Prediction Not checkable as stated
Lieberman: Musk will step down as Twitter CEO by end of 2023
“Elon will no longer be the CEO of Twitter by the end of 20, 23, but Twitter as a platform will be thriving.”
Alex Lieberman Jan 10, 2023 ▶ 25:43
Prediction Didn’t hold up
Lieberman: TikTok will be sold to a US company
“Tick tock is sold to a U S company.”
Alex Lieberman Jan 10, 2023 ▶ 27:57
Opinion
Pujji: TikTok is the exact asset Microsoft has wanted for two decades
“Microsoft, on the other hand, this is the asset they've been waiting for like two decades.”
Jesse Pujji Jan 10, 2023 ▶ 30:09
Prediction Not checkable as stated
Lieberman: A Berkshire Hathaway-Style Holding Company for Creators Will Emerge
“So one thesis that I've had for a long time, going back to our creator conversation, is that I believe that there's going to be, like, a Berkshire Hathaway for creator businesses, and what I mean by that is I think that There's going to be someone who sits at …”
Alex Lieberman Jan 10, 2023 ▶ 34:06
Disclosure
Lieberman: Validating New Game 'The Plunge' Via Social-Driven Pre-Orders
“My goal is to launch this business for pre-orders in the next few weeks, and use short-form social content of people playing the game, put it on TikTok, YouTube, Instagram and any other short-form platform to drive demand for the product. If I hit enough pre-o…”
Alex Lieberman Jan 10, 2023 ▶ 37:02
Disclosure
Lieberman: Landed unit cost for The Plunge from China is $68
“As of right now, cost, if I wanted to get it to Jesse Poogee's house from China, so the whole process to get it to you is 68 dollars.”
Alex Lieberman Jan 10, 2023 ▶ 37:46
Insight
Pujji: Ramping Facebook ad spend too quickly wastes budget before pixel seasons
“If you spend too much money too fast on Facebook, you actually, their signal is not dialed in yet. And so you waste your money and you don't actually figure out demand.”
Jesse Pujji Jan 10, 2023 ▶ 45:40
Disclosure
Lieberman: Spent $12,000 developing The Plunge, with $11,500 on R&D
“I've spent 12,000 dollars on this game so far, and 11,500 was on R&D, and the remaining 500 was on, like, materials, like, stuff I got for the game from Home Depot”
Alex Lieberman Jan 10, 2023 ▶ 48:57
Insight
Pujji: Having an Operator From Day One Is Critical for New Ventures
“Having someone from day one is, is much more critical than I thought, I think I realized and so I would try to find that person now.”
Jesse Pujji Jan 10, 2023 ▶ 51:19
Assertion Not checkable as stated
Pujji: Twilio deletes all recurring meetings every quarter
“Twilio does this every quarter. Jeff told me that many, many years ago and I tried to do it. Anything standing gets deleted every quarter.”
Jesse Pujji Jan 10, 2023 ▶ 52:05
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