“Stupid Simple” Apps Are Making Millions While You Overthink

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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-resour...

🛠 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!
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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.
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