From Walmart Director to AI Startup Founder: Why He Calls It the 'Least Risky' Career Move
Business Insider5 hours ago
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From Walmart Director to AI Startup Founder: Why He Calls It the 'Least Risky' Career Move

AI Entrepreneurship
ai
entrepreneurship
careertransition
startup
ecommerce
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Summary:

  • Tim DeSoto transitioned from Walmart senior director to founding an AI-native startup with no technical background

  • He views AI entrepreneurship as the least risky career move in today's job market despite corporate stability

  • His corporate strategy roles at major companies provided essential skills for building his own business

  • Using AI tools like Cursor, he taught himself to code and built his product's alpha version through "vibe-coding"

  • His startup is developing an intelligent shopping companion browser extension to help consumers save money online

  • The company plans to launch during the holiday season and raise formal funding after proving product-market fit

From Corporate Leader to AI Entrepreneur

Tim DeSoto made a dramatic career shift last year, leaving his position as a senior director at Walmart to become the sole employee at his own AI-native startup. At 49, with no formal tech background, he believes this leap into AI entrepreneurship is actually the least risky career move he could make today.

Tim DeSoto was a senior director at Walmart. Now he's launching an AI-native startup.

The Corporate Foundation That Built an Entrepreneur

DeSoto's career path through major corporations like The Wall Street Journal, Dow Jones, Barnes and Noble, and ultimately Walmart wasn't just about climbing the corporate ladder. He intentionally sought roles that would pay him to learn the skills needed to eventually build and grow his own business. His seven years at Walmart, focused on business strategy and membership experience, proved particularly valuable in preparing him for entrepreneurship.

The AI Awakening in San Francisco

Living in San Francisco, DeSoto immersed himself in the emerging AI scene as generative AI began transforming the tech landscape. He spent evenings at AI meetups, observing how others were building with this new technology. The timing felt urgent—he watched regular mass layoffs at major companies and realized that starting his AI company represented a once-in-a-lifetime opportunity.

Becoming a Builder Without Coding Experience

One of DeSoto's few regrets was never studying computer science, but generative AI changed everything. Using Cursor and other AI tools, he taught himself to build despite having no engineering background. His process involved using multiple AI models simultaneously, testing code, and "interrogating" the outputs until he reached about 95% confidence in his product.

Building an Intelligent Shopping Companion

After considering several ideas, DeSoto settled on developing an intelligent shopping companion that helps consumers save money through a browser extension. The tool shows shoppers available deals both on their current site and across all other platforms offering the same product. Additional features include a smart shopping list and other tools designed to help people shop smarter and save money. The company plans to launch during the upcoming holiday season and raise a formal funding round afterward.

Why AI Entrepreneurship Feels Secure

In today's volatile job market, DeSoto argues that becoming an AI expert and building something meaningful represents the safest career path. Even if his startup doesn't succeed, the accelerated learning and AI expertise he's gaining would make him highly valuable to any large company should he return to corporate life. His message to others considering similar paths: if you can pick yourself up and march resiliently forward through the inevitable lows of startup life, you'll be fine pursuing the path you've always wanted.

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