@hannahbhammond: Millionaire by 27. His biggest regret? Not investing sooner. I put Karlton Dennis through my School of Hard Knocks-style rapid fire and asked him about the habits, mentors, books, mistakes, and mindset that shaped his success. But the full conversation goes much deeper. We break down how entrepreneurs AND W-2 earners can legally keep more of what they make, why so many high earners are overpaying in taxes, and how understanding the tax code can completely change the way you build wealth. One thing Karlton said that stuck with me: what you want is on the other side of discipline. Make the hard decisions. Delay the gratification. Get started sooner. Watch the full interview with Karlton Dennis on YouTube, Spotify, or Apple. Just search “Karlton Dennis and Hannah Hammond.”

Hannah Hammond

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Thursday 03 September 2026 17:27:35 GMT