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“Stupid Simple” Apps Are Making Millions While You Overthink

146.8K views· 3,102 likes· 49:52· Dec 19, 2025

🛍️ Products Mentioned (17)

Will shares his free playbooks and his socials at ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Available on iamwillcannon

Will’s Free Cold Email Playbook

Available on iamwillcannon

Used to find market gaps by reading competitor reviews.

Available on g2

Marketplaces Will used to find and research existing business models

Available on bizbuysell

Marketplaces Will used to find and research existing business models → https://bizbuysell.com

Available on bizben

Where Will found offshore dev teams to build his first MVPs.

Available on upwork

The platform used to build custom bulk-texting tools for outreach.

Available on twilio

Used for scraping "For Sale By Owner" (FSBO) data to find motivated sellers.

Available on zillow

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newsletter at ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Available on tkopod

Tkowners Product

Available on tkowners

Audio podcast on all podcast platforms

Available on toolkit

Free weekly business ideas newsletter

Available on tkopod

Private community where we build cool businesses together

Available on tkowners

Learn more about me

Available on chrisjkoerner

AI-enabled accounting software, because Quickbooks SUCKS

Available on lazybooks

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beehiiv is the newsletter platform I’ve used for over a year and a half because their data shows you exactly what’s working. Get 30% off three months at ⁠⁠⁠⁠http://www.beehiiv.com/chris ━ Check out my newsletter at ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://TKOPOD.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ and join my new community at ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://TKOwners.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ━ In this episode, I sat down with Will Cannon, a serial entrepreneur who’s built multiple profitable software businesses without a technical background. We talked about how he moved from service work into SaaS, what changed once he focused on recurring revenue, and why customer acquisition matters more than the product itself early on. Will shared how he thinks about spotting opportunities, validating demand before building, and keeping things simple instead of overengineering. We also discussed where software and automation are headed and what actually matters if you want to build something that lasts. Will shares his free playbooks and his socials at ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://iamwillcannon.com⁠ Get Will’s Free Cold Email Playbook: https://iamwillcannon.com/free-resources/the-cold-email-playbook 🛠 The Business Research Toolkit - G2 (formerly G2 Crowd): Used to find market gaps by reading competitor reviews. → https://g2.com - BizBuySell / BizBen: Marketplaces Will used to find and research existing business models → https://bizbuysell.com / https://bizben.com 🚀 Software & Hiring Platforms - Upwork (formerly Elance): Where Will found offshore dev teams to build his first MVPs. → https://upwork.com - GoHighLevel: A white-label CRM mentioned as a shortcut for building niche agency software. → https://www.gohighlevel.com/TKOPOD - Twilio: The platform used to build custom bulk-texting tools for outreach. → https://twilio.com 📊 Lead Gen & Real Estate Tools - Zillow: Used for scraping "For Sale By Owner" (FSBO) data to find motivated sellers. → https://zillow.com - Napster & Limewire: The (now defunct) tools Will used for his first "CD burner" hustle in high school. 💡 Will Cannon’s Companies - UpLead: Will’s B2B lead generation and high-accuracy data platform. → uplead.com - Signaturely: His "stupid simple" e-signature alternative to DocuSign. → signaturely.com Enjoy! ⸻ This video is for educational and entertainment purposes only. It does not constitute financial, business, or legal advice. Any business examples, tools, or strategies shown are for demonstration only and may not produce the same results for you. We do not guarantee earnings, outcomes, or success. Always conduct your own due diligence, comply with applicable laws, and use these ideas responsibly. We do not encourage duplication of copyrighted material or existing business assets. Always ensure your use complies with copyright and intellectual-property laws. Some links may be affiliate links, meaning I may earn a commission at no extra cost to you. --- Audio podcast on all podcast platforms: https://toolkit.tkopod.com/podcast Free weekly business ideas newsletter: https://tkopod.com Private community where we build cool businesses together: https://TKOwners.com Learn more about me: https://www.chrisjkoerner.com/ Business ideas shorts channel: @thekoernerofficeideas The Koerner Office highlights: @thekoernerofficesegments AI-enabled accounting software, because Quickbooks SUCKS: https://lazybooks.com/ --- For the Algorithm: #TKOPodcast #ChrisKoerner #WillCannon #BusinessPodcast #SaaSBusiness #StartupStory #BootstrapStartup #NoCode #LearnOnYouTube #Entrepreneurship #BusinessIdeas #SoftwareBusiness #HowToStartABusiness #OnlineBusiness #TechEntrepreneur #RecurringRevenue #MRR #ARR #ColdEmail #LeadGeneration #B2BSoftware #FounderStory #FromNothing #SelfMade #SideHustle #StartupAdvice #MakingMoneyOnline #DigitalBusiness #SaaSFounder #StartupLessons #BusinessGrowth #BuildInPublic #IndieHacker #NoCodeTools #AIForBusiness #ModernEntrepreneur #SalesAutomation #BusinessMotivation #PassiveIncome

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