Tad Smith on Bitcoin, AI, and the Future of Investing: Why Purpose Will Outlast Profit

Tad Smith, a former CEO of Sotheby’s and Madison Square Garden, shares his journey into Bitcoin and his evolving investment philosophy. Initially skeptical, he became convinced of Bitcoin’s value after exploring concepts of money and wealth in an inflationary world. Smith now prioritizes assets like Bitcoin, art, and specific real estate to “beat the money printer,” shifting from a diversified portfolio to focused investments. He values MicroStrategy’s unique approach to Bitcoin, though he cautions about volatility. He also foresees a future where AI reshapes art, work, and education, advocating that future generations pursue fulfillment over traditional career paths.


In a recent conversation, Tad Smith, former CEO of Sotheby’s and Madison Square Garden, shared insights on Bitcoin, alternative assets, and the rapidly changing landscape of investing and work. Currently a partner at 1 RoundTable Partners, Smith has pivoted from traditional finance to a focus on digital assets, particularly Bitcoin. His evolving outlook on wealth, investment strategies, and the impact of artificial intelligence reveals a forward-thinking approach that resonates with both seasoned investors and the younger generation.

From Skeptic to Believer: Tad Smith’s Journey into Bitcoin

Smith’s path into Bitcoin started with doubt but eventually led to conviction. Despite his extensive background in finance with firms like JP Morgan and his work in media, he initially struggled to see how Bitcoin held intrinsic value. However, after diving into concepts of currency, value, and wealth preservation, Smith recognized that Bitcoin could counter inflation and the devaluation caused by “money printing”—a term describing the inflationary policies of central banks.

Bitcoin, for Smith, is more than an asset; it’s a shield against inflation, a “strongest horse in the race,” capable of maintaining value when traditional investments may not. He now holds a focused portfolio concentrated on assets he believes can “beat the money printer.” This includes Bitcoin, high-end art, and selective real estate, especially in valuable coastal areas.

The Power of Focused Investment Over Diversification

Smith challenges the traditional finance wisdom of diversification, asserting that a concentrated portfolio can be more powerful in today’s economy. In his view, spreading investments too thin makes it difficult to achieve relative wealth, especially in a world where inflation is steadily eroding purchasing power. Instead, he champions a strategy of deep investment in select areas with long-term value, including rare collectibles, fine wine, and blue-chip tech stocks.

Why Smith Supports MicroStrategy as a Bitcoin Proxy

Smith’s support for MicroStrategy, a publicly traded company with a strong Bitcoin position, reflects his belief in the potential of corporations to integrate Bitcoin into their treasury and offer exposure to the digital asset. Although he values MicroStrategy’s unique approach, he acknowledges the high volatility of its stock. For those prepared for a “volatile ride,” Smith sees potential in MicroStrategy as a more accessible way to invest in Bitcoin, particularly for those who prefer the security of a public company over direct Bitcoin ownership.

Insights on Board Governance and Leadership

Smith’s extensive experience on boards gives him a unique perspective on effective governance. He stresses the importance of “hygiene” in board discussions, meaning that all voices should be heard and decision-making should be structured and transparent. Good “board hygiene,” according to Smith, leads to higher performance and strategic clarity, essential for guiding organizations effectively through complex challenges.

AI and the Transformation of Creativity

Smith’s thoughts on AI highlight the technology’s disruptive potential, especially in creative fields. At a recent art-tech conference in Hong Kong, he discussed how artificial intelligence is evolving from a tool to what he calls a “non-biological intelligence.” He believes that in the next decade, AI will play a pivotal role in creating art, collaborating with humans to produce innovative forms of expression.

This shift, Smith believes, will not only change the art world but also raise questions about human creativity and purpose. As AI continues to advance, he predicts it will be capable of outpacing humans in productivity, pushing society to redefine the value of human creativity and personal purpose.

Preparing the Next Generation for a Purpose-Driven Life

With the growing influence of AI and automation, Smith argues that the next generation must redefine traditional success metrics. Rather than aiming to become the best in a given profession, he advises younger people to focus on developing purpose and fulfillment in their careers. He envisions a world where education and career choices are driven not by economic necessity but by personal passion and purpose.

Smith believes we are on the cusp of a new Enlightenment, where people will pursue knowledge and skills simply for the joy of learning. He stresses the importance of living a life rich in experience, family, and creativity—a life that AI cannot replicate.

Looking Ahead: Health, Wealth, and Longevity

Smith also offers a piece of practical advice for young people: stay healthy. With rapid advances in healthcare and life sciences, Smith believes that maintaining health could enable people to live significantly longer, healthier lives. In this future, where people may live for a century or more, focusing on purpose and fulfillment becomes even more critical.

Wrap Up

Tad Smith’s journey and insights on investing, Bitcoin, AI, and purpose offer a fresh perspective on preparing for an unpredictable future. His shift from a traditional diversified portfolio to concentrated investments in alternative assets, particularly Bitcoin, reflects his belief in value preservation over mere profit. Moreover, his advocacy for a purpose-driven life in an era dominated by AI speaks to a vision of human potential that goes beyond economic success. As he advises the next generation, Smith’s message is clear: invest not only in assets that beat inflation but also in a life that offers meaning and fulfillment.

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