Ray Winkelman is a Canadian software engineer, entrepreneur, and founder of multiple tech ventures including AmericanGunTrader.com, ShadowSoftware.com, and OrderPrepped.com — a software platform built for meal prep and delivery businesses.
As of 2025, Ray has also become a controversial and comedic right-leaning YouTube content creator, known for his candid, no-BS communication style. His content covers software entrepreneurship, culture and politics, and the digital nomad lifestyle as he travels the world running his businesses.
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– Tech startup strategies and SaaS insights
– Right-leaning political commentary
– Life as a remote entrepreneur
– Digital nomad content from around the world
– Unfiltered humor and satire
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