My areas of interest include:
Investing (success in real estate, stocks, crypto, venture)
Entrepreneurship (multiple 8 figure businesses created)
Health (diets, fasting, blood sugar, and more)
Behavioral change (especially habits)
Mindfulness (29-year meditator, non-violent communication, spirit journeys and more)
Goal setting (and when NOT to set goals)
Motivation (how to clarify and go after your dreams)
Chris Kawaja is a seasoned investor, educator, and entrepreneur with over 20 years of experience in commercial real estate, alternative investments, and emerging technologies. Over the course of his career, Chris has consistently identified and capitalized on high-growth opportunities, including early investments in key energy-producing regions such as the Eagle Ford, Permian Basin, and Marcellus Shale.
Since founding CK2 Holdings in 2011, Chris has focused on non-traditional and opportunistic investments, building an impressive portfolio across diverse sectors and geographies. His decisive approach to market trends has driven his investment success, which includes developing Pavilion Park (Midland) and Gardendale Terrace, as well as acting as the lead investor in White Oaks, all of which returned over 7x on investors’ capital.
Chris began his career in finance at Goldman Sachs and Bridgewater Associates, where he led teams focused on optimizing trading strategies for global markets. He was the first finance employee at Align Technology, driving early-stage growth for a medical device startup that is now valued at over $16B. His academic credentials include an MBA with High Distinction from Harvard Business School, where he was recognized as a Baker Scholar, and an A.B. in Economics and Psychology from Stanford University.
A member of the 3i Network and a board member of the Hero’s Journey Foundation, Chris is committed to sharing his expertise and supporting innovative ventures. Looking ahead, Chris is focused on expanding his investments in real estate and infrastructure projects poised to benefit from the rapid economic growth in the Caribbean, a region where his family has lived and invested for several generations.
“In his decades of investing, Chris Kawaja has learned from some of the greatest minds in the business. He studied economics with Paul Krugman at Stanford, did investment research at Goldman Sachs, received an MBA with high distinction from the Harvard Business School, and worked with Ray Dalio at Bridgewater. You can regularly find him writing about personal finance, health, creativity, and more over at his growing blog and weekly newsletter Upwarding.com”
“Chris…makes too much sense”
“Absolute genius”
“Chris has learned from some of the greatest minds of our time such as Paul Krugman, Ray Dalio, and Peter Attia. Although formally trained at Stanford at Harvard, his take is not academic. He is a creative visionary with his own ideas, and he practices what he preaches – and has been ridiculously successful doing it. He is fresh, accessible, and spot on. You NEED to listen to and learn from him.”
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