Libsyn Directory

E1: Building Billion-Dollar Startups & the Next Frontier of AI in Business with Spencer Rascoff co-founder of Zillow

Release Date: 06/19/2025

E21: $300K in Sales with Zero Ad Spend with The Infinite Feed Method with Bernard Ablola

AI for Business Podcast

In this high-energy episode, I’m joined by entrepreneur and systems expert Bernard Ablola, who breaks down his powerful “Infinite Feed Method”—a simple, scalable system to generate a year’s worth of lead-generating content on LinkedIn in just 30 minutes per week. We get into the real reasons most people fail on LinkedIn, the emotional side of authentic content, and how to turn your voice into a high-leverage marketing asset. Bernard doesn’t just talk theory—he shares real tools, numbers, and frameworks that are helping his businesses generate millions of views and...

E20: Using Automation to Buy Back Time For Your Business with Joe Zapian

AI for Business Podcast

In this episode of AI for Business, I sit down with Joe Zapian, founder of Smarts Click Systems and the man behind hundreds of automations that are changing how entrepreneurs reclaim their time. Joe’s journey is as wild as it is inspiring—he’s held 32 jobs (including firefighter and skydiver), lived out of a Lincoln Town Car, and now works with clients like Daymond John to help them streamline everything. Joe breaks down his CLEAR Framework—Clarify, List, Evaluate, Automate, Refine—and explains how anyone, regardless of tech skills, can start using automation to eliminate...

E19: How to Reprogram Your Mind and Move with Purpose

AI for Business Podcast

In this power-packed episode, I sit down with transformation expert Patrick Precourt to tackle one of the biggest barriers to growth: our own belief systems. Patrick brings the heat as he unpacks the psychology of change, the hidden costs of inaction, and how AI can be a catalyst for lasting personal and professional transformation. This isn’t just motivational fluff—it’s a call to action. You’ll hear how limiting beliefs are formed, how they show up in our businesses, and the simple framework to replace them with empowering truths. Whether you’ve ever thought “I’m too...

E18: How We Run a Lean, Scalable Team with AI

AI for Business Podcast

In this special panel episode of AI for Business, I bring together the powerhouse behind the scenes—our very own AI 4 Business Crew. We break down exactly how we run our business using AI: from content creation to systems, automations, and client fulfillment. If you’ve ever wondered what it looks like to replace entire departments with lean, AI-assisted workflows, this episode shows you the blueprint. You’ll hear from my operations lead, community manager, creative team, and sales strategist as we dive into real tools, real wins, and the lessons we’ve learned building in...

E17: How I Use AI to Market Smarter, Not Harder featuring Chris Moore

AI for Business Podcast

In this episode, I take the mic to share something I rarely talk about in depth—how AI has completely transformed the way I approach marketing, business growth, and even burnout. From running over 25 businesses to guiding 40,000+ students, I’ve learned that pressure is part of the game—but AI has become my secret weapon to stay in flow, innovate on demand, and most importantly, scale without breaking. You’ll hear how I built what I call the “Enhanced Conversion Machine,” using a blend of my own knowledge, frameworks from marketing legends like Todd Brown and Alex Hormozi,...

E16: The AI-Powered Print-on-Demand Playbook for Creators and Entrepreneurs with Rachel Rofe

AI for Business Podcast

In this episode of AI for Business, I’m joined by the brilliant Rachel Rofé—serial entrepreneur, print-on-demand pioneer, and master of monetizing simple ideas. Rachel shares how she’s used AI to breathe new life into her passive income streams and teaches exactly how anyone—even total beginners—can use this strategy to make money without inventory, customer service headaches, or burnout. She walks us through how to generate low-risk, high-reward products using AI tools like ChatGPT and Canva, how to find winning niches, and why the “riches are in the niches.”...

E15: Crafting High Converting Video Ads with AI with Kevin Anson

AI for Business Podcast

In this episode of AI for Business, I sit down with Kevin Anson—video producer, entrepreneur, and content marketing pro—to talk about the mindset, systems, and creativity behind building an AI-assisted business. Kevin has created over 10,000 marketing videos for top brands, and today he shares how he’s using AI to multiply output, reduce cost, and deliver quality content faster than ever. We explore how to overcome perfectionism in content creation, why storytelling still wins, and how AI tools like ChatGPT, Opus, and Descript are helping creators save time without...

E14: Mastering AI Without Losing Your Voice, Value, or Vision

AI for Business Podcast

In this keynote episode of AI for Business, I kick off our live three-day event with an honest look at what AI is really doing to the workforce—and how to make sure you’re not left behind. This isn’t about fear; it’s about opportunity. I break down how AI is not replacing people, it’s replacing tasks—and the people who learn how to use it will rise above the rest. You’ll hear stories from behind the scenes: how I created this entire keynote presentation in minutes using AI, why systems matter more than tools, and the three pillars of becoming irreplaceable in the age...

E13: How AI Can Make Your Sales People Unstoppable & Build A Sales Machine

AI for Business Podcast

In this episode of AI for Business, I sit down with Doug Dvorak on the Best Seller Podcast to unpack how AI isn’t just a tool—it’s a force multiplier in sales. We talk through how artificial intelligence is completely transforming prospecting, lead qualification, and follow-up—allowing teams to focus on what they do best: closing deals. I share my journey from call center sales to building an AI-driven brand, and explain why AI is not replacing great salespeople—it’s making them unstoppable. If you’re tired of wasting time on low-quality leads or feel like you’re...

E12: The $30K Ad Test That Changed My Career & How AI Makes It Obsolete

AI for Business Podcast

In this high-energy episode of AI for Business, I join Brad Weimert on his podcast to talk about what really drives conversions in today’s AI-powered marketing world. We get real about what’s changed—and what hasn’t—when it comes to crafting messages that resonate with your audience. I share how I went from testing newspaper ads in the early 2000s to now building sophisticated, scalable copy systems using tools like ChatGPT and Claude. We also dig into the deeper side of entrepreneurship, from handling stress as a high performer to how hiring the right people can unlock...

More Episodes

In this premiere episode of the AI for Business Podcast, I sit down with the legendary entrepreneur Spencer Rascoff, the co-founder of Zillow, Hotwire, and now a driving force behind several high-growth startups. This exclusive session, originally recorded during a private client event, pulls back the curtain on Spencer’s real-world experiences building billion-dollar businesses, navigating crises, and pioneering AI in business operations.

Spencer shares unfiltered insights on startup success, building effective teams, the importance of go-to-market strategy, and why founder-market fit can make or break a company. He also breaks down the power of AI-driven productivity tools across industries, his contrarian views on crypto and real estate disruption, and the hardest part of running a multibillion-dollar company that no one talks about. Whether you’re launching your first startup or scaling your tenth, this conversation is packed with golden takeaways.

Timeline Summary

[0:00] – Introduction

[3:11] – Why Spencer tells his Harvard students not to launch startups right away

[5:07] – The #1 reason startups fail—and how to avoid it

[6:08] – How to uncover great startup ideas using TAM, NPS, and personal insight

[10:11] – The real story behind Spencer’s startup “Q” and how it solved a personal pain

[12:34] – MVP secrets: why your first product should embarrass you

[14:19] – The delicate art of knowing when to pivot—or pull the plug

[17:12] – How surviving 14 near-death moments shaped Zillow’s culture

[20:16] – Why storytelling and charisma matter more than code

[22:05] – How Spencer reinvented his CEO role every 6-12 months

[25:01] – The hidden downside of leading a 5,000-person company

[27:02] – His servant leadership playbook (and why it works)

[30:01] – How to hire early-stage employees who shape startup DNA

[32:23] – Spencer’s top time-management hacks, including 15-minute meetings

[36:14] – What he sees ahead for real estate—and how to prepare

[40:58] – How AI assistants will transform productivity in every industry

5 Key Takeaways

Founder-market fit is everything. Your connection to the problem you’re solving can determine your startup’s success.
Great products don’t sell themselves. A strong go-to-market strategy should be built alongside your product, not after.
AI co-pilots will redefine productivity. From real estate to wellness to legal, vertical-specific AI tools are the next frontier.
Resilience is a founder’s superpower. Every great company faces multiple crises—how you navigate them defines your trajectory.
Your team is your startup’s trajectory. Early hires set the cultural and strategic tone, so be intentional and inclusive from day one.

Links & Resources

Spencer Rascoff on LinkedIn: https://www.linkedin.com/in/spencerrascoff/
HeyLibby (AI Assistant for Wellness): https://www.heylibby.ai
House Whisperer AI (Real Estate CRM Assistant): Email Spencer at spencer@75andsunny.com for access

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