He Beat the Casino … Here’s What He Learned

How This 21 Year Old Sells $20,000+ an Hour On Whatnot

In episode 161 of The Side Hustle Experiment Podcast  John (https://www.instagram.com/sidehustleexperiment/ ) and Drew (https://www.instagram.com/realdrewd/) talk with Caitlin https://www.instagram.com/caitieco/)  Caitlin shares her journey from middle school reselling to becoming a top live seller on Whatnot, revealing strategies for sourcing, selling, and building a successful business with just a few hours of streaming daily. She discusses the psychology of live selling, managing a team, and balancing motherhood with entrepreneurship. Don’t forget to Like, Subscribe, and hit the bell so you don’t miss future episodes with top entrepreneurs and creators. Chapters 00:00 Introduction to Caitlin's Journey 03:04 Transitioning to Whatnot and Selling Strategy 05:32 The Power of Live Selling and Team Dynamics 08:20 Preparing for Motherhood and Business Balance 11:20 Building Community and Consistency in Live Selling 14:05 Psychology of Live Selling and Customer Engagement 16:45 Sourcing Inventory and Wholesale Strategies 19:33 Cultivating Relationships with Buyers 22:37 Navigating Challenges in Inventory and Sales 28:09 Inventory Management and Sales Strategy 32:03 Different Approaches to Live Selling 37:18 The Future of Live Selling Platforms 40:25 Setting Up for Success in Live Selling 42:10 Transitioning to Live Selling from Traditional Reselling 44:02 Establishing a Routine and Inventory Focus 47:16 The Importance of a Support Team 48:48 Growth and Scaling the Business 50:55 Family Support and Perception 52:04 Managing Stress as a Business Owner 54:37 Final Thoughts and Mentorship Opportunities #makemoneyonline #sidehustleexperimentpodcast #sidehustles  Follow us on Instagram: https://www.instagram.com/sidehustleexperimentpodcast/  Listen on your favorite podcast platform Youtube: https://bit.ly/3HHklFO Spotify: https://spoti.fi/48RRKcP Apple: https://apple.co/4bmaFOk  Check out Drew's Stuff Instagram: https://www.instagram.com/realdrewd Twitter: https://twitter.com/DrewFBA Check out John's Stuff Instagram: https://www.instagram.com/sidehustleexperiment/ Twitter: https://twitter.com/SideHustleExp  FREE Resources FREE Guide: How to Make Money Reviewing Products https://bit.ly/3HIGFSP

Everything You Need To Know About Amazon Wholesale In 2026 From An $80M+ Seller

In episode 160 of The Side Hustle Experiment Podcast  John (https://www.instagram.com/sidehustleexperiment/ ) and Drew (https://www.instagram.com/realdrewd/) talk with Daniel Boufford (https://www.instagram.com/1000asins/)  Dan shares his journey from retail arbitrage to $80 million Amazon sales, emphasizing the importance of sales skills, strategic partnerships, and adaptability in the wholesale and private label space. Don’t forget to Like, Subscribe, and hit the bell so you don’t miss future episodes with top entrepreneurs and creators. Chapters 00:00 Introduction to Dan and His Journey 02:48 Transition from Retail to Wholesale 05:45 Overcoming Account Suspension Challenges 08:47 The Evolution of Reselling Models 11:25 Starting in Wholesale: Tips and Strategies 14:19 Sales Skills: The Key to Success 17:08 Effective Outreach Strategies 25:28 The Future of Agency Models in Wholesale 26:19 Challenges in Storefront Automation 29:05 Navigating Brand Relationships and Margins 31:48 Exploring Acquisition Strategies 33:28 The Pros and Cons of Private Labeling 38:11 The High Stakes of Amazon Advertising 43:57 Keys to Success in the Amazon Space #makemoneyonline  #sidehustleexperimentpodcast #sidehustles  Follow us on Instagram: https://www.instagram.com/sidehustleexperimentpodcast/  Listen on your favorite podcast platform Youtube: https://bit.ly/3HHklFO Spotify: https://spoti.fi/48RRKcP Apple: https://apple.co/4bmaFOk  Check out Drew's Stuff Instagram: https://www.instagram.com/realdrewd Twitter: https://twitter.com/DrewFBA Check out John's Stuff Instagram: https://www.instagram.com/sidehustleexperiment/ Twitter: https://twitter.com/SideHustleExp  FREE Resources FREE Guide: How to Make Money Reviewing Products https://bit.ly/3HIGFSP

How SellerAmp Became One of Amazon’s Biggest SaaS Companies

In episode 159 of The Side Hustle Experiment Podcast  John (https://www.instagram.com/sidehustleexperiment/ ) and Drew (https://www.instagram.com/realdrewd/) talk with Al Carlton. Al is the founder of SellerAmp. He shares his journey from Amazon affiliate to SaaS entrepreneur. Discover how his technical background and innovative use of technology created one of the biggest softwares in the Amazon space. Don’t forget to Like, Subscribe, and hit the bell so you don’t miss future episodes with top entrepreneurs and creators. Chapters 00:00 – Intro + Meet the Founder of SellerAmp  02:00 – How Al Carlton Got Started Online 25+ Years Ago  04:15 – From Amazon Affiliate to Amazon Seller  06:10 – The Burnout That Led to SellerAmp  07:40 – How SellerAmp Got Its First 100 Customers  09:15 – Why Word-of-Mouth Beat Paid Advertising  11:00 – How SellerAmp Decides What Features to Build  12:35 – How AI Is Changing Software Development  15:00 – Will AI Replace Developers & Amazon Sellers?  16:40 – Growing SellerAmp From a Side Project to a Team  18:10 – Biggest Challenges Building a SaaS Company  20:10 – Selling Physical Products vs Running Software  27:15 – Why Most Amazon Sellers Fail  29:10 – Scaling From Solo Founder to CEO  31:45 – Al’s Daily Routine & Work Habits  34:30 – The Future of SellerAmp + New Features Coming  37:00 – Angel Investing, SaaS Acquisitions & New Ventures  39:00 – The Hidden Skill Behind Great SaaS Founders  49:00 – Hiring Employees Earlier Changed Everything  56:00 – Can AI Build the Next SellerAmp?  01:00:00 – Final Advice for Entrepreneurs & SaaS Founders #makemoneyonline #sidehustleexperimentpodcast #sidehustles  Follow us on Instagram: https://www.instagram.com/sidehustleexperimentpodcast/  Listen on your favorite podcast platform Youtube: https://bit.ly/3HHklFO Spotify: https://spoti.fi/48RRKcP Apple: https://apple.co/4bmaFOk  Check out Drew's Stuff Instagram: https://www.instagram.com/realdrewd Twitter: https://twitter.com/DrewFBA Check out John's Stuff Instagram: https://www.instagram.com/sidehustleexperiment/ Twitter: https://twitter.com/SideHustleExp  FREE Resources FREE Guide: How to Make Money Reviewing Products https://bit.ly/3HIGFSP

If You’re Starting a New Side Hustle, Don’t Make These Mistakes

In episode 158 of The Side Hustle Experiment Podcast  John (https://www.instagram.com/sidehustleexperiment/ ) and Drew (https://www.instagram.com/realdrewd/)  talk about the mistakes they made building their businesses the past 5 years and how you can avoid them. Don’t forget to Like, Subscribe, and hit the bell so you don’t miss future episodes with top entrepreneurs and creators. #makemoneyonline   #sidehustleexperimentpodcast #sidehustles  Follow us on Instagram: https://www.instagram.com/sidehustleexperimentpodcast/  Listen on your favorite podcast platform Youtube: https://bit.ly/3HHklFO Spotify: https://spoti.fi/48RRKcP Apple: https://apple.co/4bmaFOk  Check out Drew's Stuff Instagram: https://www.instagram.com/realdrewd Twitter: https://twitter.com/DrewFBA Check out John's Stuff Instagram: https://www.instagram.com/sidehustleexperiment/ Twitter: https://twitter.com/SideHustleExp  FREE Resources FREE Guide: How to Make Money Reviewing Products https://bit.ly/3HIGFSP

He Beat the Casino … Here’s What He Learned

In episode 157 of The Side Hustle Experiment Podcast  John (https://www.instagram.com/sidehustleexperiment/ ) and Drew (https://www.instagram.com/realdrewd/)  talk with Jamison (https://www.instagram.com/winningwithjamison/)  Jamison shares his journey through reselling, gambling, health challenges, and building a brand around Vegas casino culture. Discover insights on balancing multiple income streams, managing stress, and leveraging social media for growth. Don’t forget to Like, Subscribe, and hit the bell so you don’t miss future episodes with top entrepreneurs and creators. Chapters 00:00 Introduction to Jamison's Journey 02:36 The Rollercoaster of Gambling and Lessons Learned 05:18 Navigating the E-commerce Landscape 08:19 The Challenges and Strategies of Amazon Selling 11:02 Exploring eBay and Walmart Ventures 14:01 The Potential of Whatnot and Future Plans 21:55 The Psychology of Gambling and Reselling 24:37 Building a Brand Around Vegas Culture 28:23 Engagement Strategies for Live Streaming 32:31 Navigating Online Criticism and Building Community 34:35 The Business of Gambling Content Creation 40:01 Navigating Challenges in Amazon Selling 43:19 Health and Well-being: A Priority Shift 43:34 The Hustle Culture and Its Consequences 54:07 Managing Panic Attacks and Mental Health 58:05 Taking Control of Health and Lifestyle Changes #makemoneyonline #sidehustleexperimentpodcast #sidehustles  Follow us on Instagram: https://www.instagram.com/sidehustleexperimentpodcast/  Listen on your favorite podcast platform Youtube: https://bit.ly/3HHklFO Spotify: https://spoti.fi/48RRKcP Apple: https://apple.co/4bmaFOk  Check out Drew's Stuff Instagram: https://www.instagram.com/realdrewd Twitter: https://twitter.com/DrewFBA Check out John's Stuff Instagram: https://www.instagram.com/sidehustleexperiment/ Twitter: https://twitter.com/SideHustleExp  FREE Resources FREE Guide: How to Make Money Reviewing Products https://bit.ly/3HIGFSP