Gen ZEO Playbook

Rayyan Ali

Hello and welcome to Gen ZEO Playbook! I’m your host, Rayyan Ali. GenZEO Playbook exists to document and decode how a new generation of CEOs, founders, and entrepreneurs actually build and scale businesses. We go beyond tools and trends to uncover: the strategic frameworks behind real decisions how Gen Z leaders think about growth, leverage, and execution the systems, mental models, and tradeoffs they use in fast-moving markets This is not theory or hype. Each episode breaks down real playbooks from builders in the field — what worked, what didn’t, and why. If you’re building a company, scaling a product, or rethinking how leadership looks in the next decade, this podcast is your operating manual.

  1. 3 DAYS AGO

    Obese Kid Who Built an AI Fitness Coach & Now It's Used by 100,000 People

    Most AI products are just API keys with a subscription tag. Amol Kankane, founder of Reshape, saw that trap early and built something different: an AI fitness coach that processes your photos, voice notes, and real-life data to build a system around the person you actually are. Get Amol's playbook: https://mailchi.mp/f6aaf26df3a5/amol  In this episode, Amol breaks down what it actually takes to build a consumer AI app that retains users past week one, why fitness is a systems problem not a motivation problem, and the exact onboarding logic he used to go from 3% week-one retention to 10,000 weekly visitors.If you're building in AI right now, this one's a playbook, not a pep talk. What we cover: - Why most AI fitness apps are glorified wrappers (and how to avoid building one) - The "ship on day zero" rule and what it actually does for your product - Reshape's 48-hour onboarding architecture and the activation moment that changed everything - Hard retention benchmarks for consumer AI apps (and what failure actually looks like) - Pricing mistakes founders make and why Amol dropped his monthly price to double growth - The behavior change gap: what users say they want vs. what they actually do - Where Reshape is headed in 3-5 years (the real version, not the investor pitch) Subscribe to the Gen ZEO Playbook Podcast for weekly conversations with founders who are building before they have permission to.   Find Rayyan:  YouTube:  https://www.youtube.com/@genzeoplaybook   Spotify:  https://open.spotify.com/show/19Ens04rVPTbIla73sVxPL?si=96d802812f384582   Apple Podcasts: https://podcasts.apple.com/us/podcast/ai-parenting-institute-podcast/id1843665900  LinkedIn:  https://www.linkedin.com/in/rayyan-s-ali/   Instagram: https://www.instagram.com/rayyanali_api/ Newsletter: https://substack.com/@aiparentinginstitute Amol: Amol’s LinkedIn: https://www.linkedin.com/in/amol-kankane/   Reshape website: https://reshapeapp.ai/

    46 min
  2. 30 MAR

    This Is Why Smart Teens Don’t Reach the Top 1%

    Revan built a company that generated over a billion views working with names like Mr. Beast, Jake Paul, Noah Lyles, and Zach Matthews, and now he's turning everything he learned into Jamie, an AI built specifically for the creator economy. Get the playbook of Revan's roadmap: https://mailchi.mp/50e04199cee6/revan  In this episode, Rayyan sits down with Raven to break down exactly how he got in the room with creators that 99% of people can't even get a reply from, what actually makes content go viral (hint: it's not what you think), and how he's using data to make virality a repeatable science. What we cover: - How Revan landed Mr. Beast through a USC Olympians party (no portfolio, no pitch deck) - Why polarizing creators consistently outperform likeable ones - The Purple Cow theory Mr. Beast swears by, and why it works - Creativity vs data: which one actually wins in 2025 - Quality vs quantity: the real answer depending on your stage - What Jamie does that ChatGPT and general AI tools can't - How to provide value before you've earned the right to ask for anything - Why Raven followed up 19 times on one deal over 9 months (and closed it) - The single smartest move a 20-year-old can make right now to break into the creator economy Chapters: 0:00 - Intro 1:47 - Revan's background 2:04 - Getting in the room with Mr. Beast & Jake Paul 3:06 - The USC Olympians party story 5:16 - Working with Zach Matthews (Zachary Fick) 9:31 - Creativity vs data: which wins? 10:26 - Mr. Beast's Purple Cow theory 15:59 - The campaign he thought would flop (hit 2.4M views) 21:43 - What is Jamie AI? 27:05 - How Jamie beats human strategists and ChatGPT 29:45 - Smartest move a 20-year-old can make right now 33:38 - Biggest mistake in year one 35:31 - Quality vs quantity: the real answer 39:04 - The real Gen Z advantage 40:36 - Outro If you're building in the creator economy in 2026, this is your playbook. Subscribe to the Gen ZEO Playbook wherever you listen to podcasts.

    41 min
  3. 16 MAR

    Nobody Cares About Your Product (But They'll Care About You)

    What if content was the most powerful business asset you weren't using? Kathy Wang, co-founder of Press Club, did something most ambitious professionals won't: she quit her $200k a year job, with nothing lined up, and bet everything on building in public. Before she ever launched a product, she had already built an audience of 10,000 people. And when she finally posted about Press Club, one LinkedIn post brought in 60 qualified leads. In this episode of the GenZEO Playbook, Kathy breaks down exactly how she did it and more importantly, how you can use the same playbook to grow your startup, personal brand, or creator business.   👉🏽 Download your playbook here: https://mailchi.mp/00ee7115a148/kathywang    We get into: - Why distribution is becoming more valuable than the product itself - How Cathy built 10,000 followers in 6 months by posting every single day on LinkedIn - The real reason staying in a "safe" corporate job can be riskier than quitting - How to write cold emails and LinkedIn outreach that actually get responses - What most founders get completely wrong when trying to earn attention - Why Gen Z is rejecting the traditional career ladder and what they're doing instead - How AI is changing what it means to build a product in 2025 - The LinkedIn Premium hack that saved Kathy hundreds of dollars - Why Kathy believes being "cringe" is the actual cost of success Whether you're a Gen Z founder, a student building your personal brand, or someone thinking about making the leap, this episode will show you how to use content as your biggest unfair advantage.   Find Rayyan: YouTube:  https://www.youtube.com/@GenZEOPlaybook    Spotify:  https://open.spotify.com/show/19Ens04rVPTbIla73sVxPL?si=96d802812f384582    Apple Podcasts: https://podcasts.apple.com/us/podcast/ai-parenting-institute-podcast/id1843665900   LinkedIn:  https://www.linkedin.com/in/rayyan-s-ali/    Instagram: https://www.instagram.com/rayyanali_api/   Newsletter: https://substack.com/@aiparentinginstitute  Find Kathy: LinkedIn: https://www.linkedin.com/in/kathytwang/   Instagram:  https://www.instagram.com/kwangarooo/   Press Club:  https://www.pressclub.app/     Subscribe to GenZEO Playbook for weekly conversations with the next generation of founders and creators.

    28 min
  4. 9 MAR

    He Turned 1,000 Rejections Into A Product That Makes Any Resume Land (Here's How)

    He sent over 1,000 resumes. Got zero replies. T hen added ONE line to his CV, and got a call the next day.   That moment turned into NovoResume, a platform now used by 18 million people to actually get hired.   In this episode, Andrei breaks down: → Why your AI-generated resume is getting you silently rejected → The 6-second rule that decides if recruiters keep reading or move on → Why the job market doesn't reward effort, it rewards relevance → How he turned a personal career hack into a global product → The 3-part career capital playbook for Gen Z founders → Why boring problems make the most profitable startups → What ChatGPT gets dangerously wrong about resumes (live breakdown)   If you're a Gen Z founder, student, or job seeker trying to stand out in the AI era, this episode is your playbook.   TIMESTAMPS 00:00 - Intro 01:24 - Andre's story: 1,000 rejections in Denmark 03:30 - The one skill that changed everything 05:15 - What moving countries teaches you about resourcefulness 07:08 - The closest he came to giving up 09:10 - What actually changed in his resume 11:25 - Live ChatGPT resume breakdown 14:40 - What Nova Resume does differently 16:02 - How to divide roles in a founding team 17:30 - Why boring problems = profitable startups 19:16 - The 3-part Gen Z career capital playbook 22:49 - The pattern of people who consistently get hired 23:45 - The hidden danger of AI-generated resumes Find Rayyan: YouTube:    / @genzeoplaybook   Spotify: https://open.spotify.com/show/19Ens04... Apple Podcasts: https://podcasts.apple.com/us/podcast... LinkedIn:   / rayyan-s-ali   Instagram:   / rayyanali_api   Newsletter: https://substack.com/@aiparentinginst... Andrei’s: LinkedIn:   / andrei-kurtuy   Website: https://andreikurtuy.com/ Novoresume: https://novoresume.com/ GenZEO Podcast: Where the next gen learns to win. Subscribe for weekly episodes with founders, builders & operators.

    28 min
  5. 23 FEB

    This Gen Z Dropout Co-Invented ChatGPT's Core Tech at 20

    He was a 20-year-old intern at Google when he co-wrote 8 pages that changed the world forever. That paper "Attention Is All You Need" created the Transformer architecture. The foundation behind ChatGPT, Claude, Gemini, Midjourney, and every major AI model you use today. 120,000+ citations. The most important AI paper ever written. His name is Aidan Gomez. And at just 28, he's the CEO of Cohere, a $7 billion enterprise AI company that's quietly outmaneuvering OpenAI where it actually matters: real revenue, real margins, real business. While OpenAI burns $5B/year chasing consumers, Cohere is embedding itself into the infrastructure of the world's most powerful organizations, Royal Bank of Canada, Oracle, Salesforce, Dell, SAP with $100M ARR, 80% margins, and a moat that only gets deeper. This is the untold story of the only Gen Z founder who can legitimately say he INVENTED the technology everyone else is just using. In this video: → How an intern at Google co-created the Transformer architecture → Why Aidan ignored the ChatGPT hype and went enterprise in 2019 → The privacy-first strategy that's winning Fortune 500 deals → What "North" is and why it could be Cohere's biggest bet yet → Why the "boring" enterprise play might beat the consumer AI race Find Rayyan: YouTube: @genzeoplaybook   Spotify: https://open.spotify.com/show/19Ens04... Apple Podcasts: https://podcasts.apple.com/us/podcast... LinkedIn: / rayyan-s-ali   Instagram:   / rayyanali_api   Newsletter: https://substack.com/@genzeoplaybook    👉🏽 Get Aidan Gomez FREE Playbook here: https://open.substack.com/pub/genzeoplaybook/p/he-was-20-an-intern-and-he-accidentally

    14 min
  6. 16 FEB

    This College Kid Co-Founded a Real Estate Startup While His Friends Study for Midterms

    While most college students are grinding through midterms, Abraham Rajput is co-founding a real estate private equity startup and sitting in rooms with billion-dollar operators. In this episode, Abraham breaks down EXACTLY how he did it... with no money, no connections, and no target school on his resume. You'll learn: The positioning playbook: How to own a niche in AI + real estate (or any industry) in 6 months The fellowship-to-founder hack: Turning programs like Vigo's AI & - Commercial Real Estate fellowship into real opportunities Deal sourcing 101: How to make your first $10K in real estate with zero capital The networking playbook: How to turn one coffee chat into an ongoing relationship without being annoying The 30-day underwriting sprint: How to go from knowing nothing about CRE to analyzing your first 10 deals Why AI won't replace real estate fundamentals (and how to use it as leverage, not a crutch) The LinkedIn content strategy that attracts partnerships instead of you chasing them How to build with AI even if you're non-technical (Claude Code, Lovable, Cursor) This isn't theory. Abraham gives you the copy-paste playbook to break into real estate, AI, or any competitive industry... even if you're starting from zero. Find Rayyan: YouTube:    / @genzeoplaybook   Spotify: https://open.spotify.com/show/19Ens04... Apple Podcasts: https://podcasts.apple.com/us/podcast... LinkedIn: / rayyan-s-ali   Instagram: / rayyanali_api   Newsletter: https://substack.com/@aiparentinginst... Find Abraham:  / abrahamrajput

    44 min

About

Hello and welcome to Gen ZEO Playbook! I’m your host, Rayyan Ali. GenZEO Playbook exists to document and decode how a new generation of CEOs, founders, and entrepreneurs actually build and scale businesses. We go beyond tools and trends to uncover: the strategic frameworks behind real decisions how Gen Z leaders think about growth, leverage, and execution the systems, mental models, and tradeoffs they use in fast-moving markets This is not theory or hype. Each episode breaks down real playbooks from builders in the field — what worked, what didn’t, and why. If you’re building a company, scaling a product, or rethinking how leadership looks in the next decade, this podcast is your operating manual.