Are You In? with ChicagoJon & Crys D.

Are You In? with ChicagoJon & Crys D.

By Jon and Crys D.BusinessEntrepreneurship
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Are You In? with ChicagoJon & Crys D. episodes

  • Fear Is Costing You More Than AI

    Anthropic destroyed millions of physical books to train AI—and internal court documents suggest they never wanted the public to know.

    In this episode of Are You In?, ChicagoJon and Crys D. unpack one of the biggest AI controversies yet, from Project Panama and the $1.5 billion copyright settlement to the bigger question every creator, entrepreneur, and business owner should be asking:

    Just because something is legal… does that make it ethical?

    We also explore why fear may be costing people more than AI itself, how AI is reshaping search, where accountability ends and cancellation begins, and who's really paying for the rapid expansion of artificial intelligence.

    In this episode:

    Anthropic's "Project Panama" explained

    The $1.5B AI copyright controversy

    Legal vs. ethical use of AI

    Why fear is becoming more expensive than adoption

    How AI is quietly changing search forever

    Accountability, cancellation, and public trust

    Who ultimately pays for the AI boom?

    Technology shifts power—but understanding the trade-offs matters just as much as embracing the technology.

    Technology Shifts Power. Are You In?

    🎙 Live Wednesdays at 12 PM CT on YouTube, TikTok, and LinkedIn.

    🎧 Full episodes available on Spotify, Pandora, and Amazon Music.

    38 min
  • Smarter AI Is Costing You More Than You Think

    Everyone wants smarter AI. Almost nobody is asking what it actually costs.

    Every new AI model promises better performance, faster answers, and more automation. But behind every breakthrough is a growing price tag—billions spent on infrastructure, rising cybersecurity threats, energy demands, supply chain battles, and an increasing need for trust.

    In this episode of Are You In?, ChicagoJon and Crys D. unpack the hidden costs fueling the AI race and why every creator, entrepreneur, and business owner should understand what's happening beneath the surface.

    In this episode:

    Why smarter AI comes with bigger trade-offs

    The global chip race and AI infrastructure spending

    How AI is reshaping cybersecurity and digital threats

    Why trust may become the most valuable business asset

    The 5-Question AI Cost Audit every business should complete this week

    The AI revolution isn't just changing technology—it's changing economics, security, and the future of business.

    Technology Shifts Power. Are You In?

    🎙 Live Wednesdays at 12 PM CT on YouTube, TikTok, and LinkedIn.

    🎧 Full episodes available on Spotify, Pandora, and Amazon Music.

    46 min
  • You Don't Own Anything Online

    What do you actually own anymore?

    From Spotify playlists and Adobe subscriptions to AI tools and social media audiences, more of our lives are built on access instead of ownership. The problem isn't subscriptions—it's believing you own something when you only have permission to use it.

    In this episode of Are You In?, ChicagoJon and Crystal unpack the rise of the Permission Economy and why creators, entrepreneurs, and business owners need to rethink what they're building on.

    In this episode:

    Why gamers understand digital ownership better than most people

    How creators rent distribution from social media platforms

    Why AI infrastructure companies are attracting billions in investment

    What happens when AI tools change pricing, policies, or access

    How to protect your audience, content, workflows, and business

    The Access Audit every creator should complete

    Technology shifts power—and in today's economy, access can disappear overnight.

    The question is: What are you renting that you thought you owned?

    Technology Shifts Power. Are You In?

    🎙 Live Wednesdays at noon CT on YouTube, TikTok, and LinkedIn.

    🎧 Full episodes on Spotify, Pandora, and Amazon Music.

    37 min
  • Stop Feeling Guilty About Using AI

    Remember when using Google for homework was considered cheating? Today, many professionals feel the same way about using AI at work—even as the world's biggest companies invest billions to build their future around it.

    In this episode of Are You In?, ChicagoJon and Crys D. explore why the real divide isn't AI versus humans—it's people who learn to use AI versus those who refuse to adapt.

    We discuss why AI is becoming infrastructure instead of just another app, where investment dollars are flowing across healthcare, cybersecurity, and technology, why Gen Z's AI guilt may be holding them back, and what we're calling The Human Premium—the uniquely human skills AI can't replace.

    You'll also leave with a practical challenge: automate 30 minutes of repetitive work this week without sacrificing your creativity, judgment, or authentic voice.

    Technology Shifts Power. Are you in?

    🎙 Live Wednesdays at noon CT on YouTube, TikTok, and LinkedIn.

    🎧 Full episodes available on Spotify, Pandora, and Amazon Music.

    50 min
  • You Don’t Own Your Platform

    Four AI models launched in 30 days. Creator reach is dropping, algorithms keep changing, and too many entrepreneurs are still building their entire business on platforms they don't own.


    In this episode of Are You In?, ChicagoJon and Crys D. break down why audience ownership is becoming one of the biggest conversations in the creator economy. They explore where creator money is moving, how AI is changing content creation, the difference between using AI and sounding like AI, and why long form content and search first strategies are quietly becoming more important.


    If your followers disappeared tomorrow, would you still have a business?


    This conversation is about building an audience you can reach, creating intellectual property you control, strengthening your personal brand, and building a creator business that can survive the next algorithm change.


    Technology Shifts Power. Are you in?


    Live Wednesdays at noon CT on YouTube, TikTok and LinkedIn. Full episodes available on Spotify, Pandora and Amazon Music.


    SEO Keywords: creator economy, audience ownership, content creation strategy, AI for creators, entrepreneurship, personal branding, creator business, algorithm changes, long form content, search first content, social media reach, intellectual property, building an audience, technology trends

    42 min
  • Why Access Won’t Save You When the Pressure Hits

    Attention is not ownership. In this episode of Talk Data To Me, Chicago John and Chris D break down why creators, entrepreneurs, and business owners need to stop building only on platforms they don’t control.


    From AI tools and TikTok trends to email lists, content pillars, digital products, and human connection, this conversation is about the real long game: building something that still exists even if the platform disappears.


    If you’re creating content, growing a brand, or trying to turn attention into income, this one is for you.

    38 min
  • Attention Is Not Ownership (And It's Costing Creators Millions)

    Everybody’s focused on being seen… but the people winning are making sure they actually own what people see.


    In this episode of Talk Data To Me, Chicago Jon and Chris D break down the difference between attention and ownership in the creator economy.


    From Taylor Swift’s likeness trademark moves to the E.L.F. Cosmetics IP lawsuit conversation, this episode is a reality check for creators, entrepreneurs, and digital business owners.


    Views are great. Followers are great. But if you are not protecting your name, your content, your audience, and your backend systems, you are building on borrowed land.


    Be human in the front. Be structured in the back.


    In this episode:

    00:00 Welcome Back

    06:00 Ownership vs. Attention

    17:00 Sora AI & Upload Ownership

    24:00 E.L.F. Cosmetics IP Lawsuit

    35:00 Human Content vs. Structured Business

    37:00 The Play: Secure Your Name, LLC & Email List


    Your homework:

    Secure your handles and domains.

    Start your LLC.

    Build your email list.


    Stream past episodes on Spotify: Search Talk Data To Me


    #TalkDataToMe #CreatorEconomy #BusinessStrategy #WealthBuilding #DigitalOwnership

    40 min
  • AI Tools vs Systems: Why Most People Lose When Tech Shifts

    AI tools are everywhere, but tools alone are not what keep businesses alive when technology shifts. In this episode, we break down why most creators, marketers, and business owners fall behind when they chase the newest app instead of building real systems.

    We’re talking AI workflows, automation, marketing strategy, content systems, data shifts, and what it actually takes to stay relevant in the new AI economy. If you’re trying to understand where tech is headed and how to stop getting left behind every time the internet changes, this conversation is for you.

    29 min
  • Talk Data To Me LIVE | AI Is Changing Everything (Again) — What You Missed This Week

    This week on Talk Data To Me LIVE, we break down the biggest shifts happening in AI, creator economy trends, tech infrastructure, automation, and digital business strategy. From the latest AI news and platform changes to what creators, entrepreneurs, and small business owners should actually be paying attention to, we’re unpacking the stories everyone’s talking about — and the ones most people completely missed.

    We discuss how artificial intelligence is reshaping content creation, marketing, social media, automation systems, online business, and the future of work in real time. If you’re a creator, freelancer, startup founder, marketer, or tech enthusiast trying to stay ahead of rapid AI changes, this episode gives you the context behind the headlines and what they actually mean moving forward.

    32 min
  • Talk Data To Me AI Fatigue is Here & Sora is Dead (What Creators Must Do Next)

    The AI hype wave is cooling off… and the infrastructure era is here. ☕🎙️

    This week on Talk Data To Me, Chicagojon and Crystal break down AI fatigue, the fall of Sora, why audiences are rejecting fake experts, and how creators can actually survive the next shift in the digital economy.

    We’re talking: • Why specificity is beating scale

    • Where creator money is moving now

    • The danger of building on rented platforms

    • Why systems > tools in 2026

    “Everybody’s watching the tools… but the people winning are building systems behind them.”

    Subscribe. Tap in. Get paid.

    Class dismissed

    49 min

About Are You In? with ChicagoJon & Crys D.

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Welcome to ‘Are You In?’