TIP584: Optimizing for the Long-Term w/ Sahil Bloom

TIP584: Optimizing for the Long-Term w/ Sahil Bloom

Clay Finck is joined by Sahil Bloom. Sahil is the writer behind the spectacular newsletter, The Curiosity Chronicle, which has garnered 500,000 subscribers in just a few years. During this discussion, Sahil and Clay explore the philosophies and frameworks that Sahil has used to build a meaningful life that has impacted hundreds of thousands of people while also staying true to what is truly most important to him. IN THIS EPISODE YOU’LL LEARN: 00:00 - Intro. 02:57 - Sahil’s framework around finding the right work for you. 08:31 - How we can utilize career leverage. 10:10 - What it means to “swallow the frog” for your boss. 12:20 - How authenticity plays into success. 23:14 - Why Sahil keeps his focus on playing long-term games through his work, relationships, and health. 25:30 - Whether he finds it difficult to remain consistent. 26:57 - How big goals can destroy your happiness. 32:13 - The mental framework Sahil uses to determine what projects to focus on. 35:51 - How Sahil thinks about asset allocation as a business owner. 42:14 - Jeff Bezos’s business approach of turning cost centers into profit centers and how Sahil applied this in practice. 53:03 - How Sahil finds the right balance to prioritize the things that are most important in his life. 59:41 - How Sahil ensures that he is continually consuming high-quality content. 64:01 - What is to come in Sahil’s new book. Disclaimer: Slight discrepancies in the timestamps may occur due to podcast platform differences. BOOKS AND RESOURCES Join the exclusive TIP Mastermind Community to engage in meaningful stock investing discussions with Stig, Clay, and the other community members. Sahil’s newsletter: The Curiosity Chronicle. Anne-Laure Le Cunff’s writings at Ness Labs. Related episode: Listen to TIP336: Mental Models used by Billionaires w/ Sahil Bloom or watch the video. Related episode: Listen to BTC055: The Cantillon Effect w/ Sahil Bloom or watch the video. Follow Sahil on Twitter and Instagram. Follow Clay on Twitter. SPONSORS Support our free podcast by supporting our sponsors: River Toyota Sun Life Range Rover AFR The Bitcoin Way Meyka CI Financial Industrious Fidelity Long Angle Briggs & Riley AFR Fundrise iFlex Stretch Studios Public NDTCO American Express Shopify Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Learn more about your ad choices. Visit megaphone.fm/adchoices Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm

Episoder(1172)

TIP806: Wise PLC w/ Kyle Grieve and Daniel Mahncke

TIP806: Wise PLC w/ Kyle Grieve and Daniel Mahncke

Kyle Grieve is joined by co-host Daniel Mahncke to discuss Wise PLC, a London-listed FinTech company that enables cheap and fast cross-border payments by matching local flows rather than moving money ...

10 Apr 1h 32min

TIP805: Stock Market Maestros w/ Kyle Grieve

TIP805: Stock Market Maestros w/ Kyle Grieve

Kyle discusses Stock Market Maestros, revealing that elite fund managers succeed not by picking winners the majority of the time, but by making dramatically more on their wins than they lose on their ...

5 Apr 1h 4min

TIP804: Kinsale Capital Stock Deep Dive w/ Clay Finck & Daniel Mahncke

TIP804: Kinsale Capital Stock Deep Dive w/ Clay Finck & Daniel Mahncke

On today's episode, Clay is joined by Daniel Mahncke to break down Kinsale Capital. Kinsale is a specialty insurer that has quietly become one of the most exceptional businesses in the financial secto...

3 Apr 1h 14min

TIP803: How Economics and Art Shape Better Investors w/ Kyle Grieve

TIP803: How Economics and Art Shape Better Investors w/ Kyle Grieve

Kyle Grieve discusses key mental models from economics and art and how they apply to investing and decision-making. He explores economic concepts such as scarcity, supply and demand, optimization, spe...

29 Mar 1h 5min

TIP802: When Genius Was Just Luck: The Go-Go Years w/ Kyle Grieve

TIP802: When Genius Was Just Luck: The Go-Go Years w/ Kyle Grieve

In today’s episode, Kyle Grieve discusses the speculative boom of the 1960s “Go-Go Years” as presented in John Brooks’ book, highlighting the dangers of euphoria, leverage, and financial engineering. ...

27 Mar 1h 4min

TIP801: Value Investing Meets Venture Capital w/ Kyle Grieve

TIP801: Value Investing Meets Venture Capital w/ Kyle Grieve

In today’s episode, Kyle Grieve discusses lessons from venture capital that long-term value investors can apply to improve decision-making. He explores concepts such as power laws, network effects, de...

22 Mar 1h 4min

TIP800: Navigating an AI-Driven Market w/ François Rochon

TIP800: Navigating an AI-Driven Market w/ François Rochon

On today's episode, Clay is joined by François Rochon to discuss his 2025 annual letter and the key themes shaping markets in 2025. He also digs into his top holdings, including Constellation Software...

20 Mar 1h 14min

TIP799: The Davis Dynasty w/ Kyle Grieve

TIP799: The Davis Dynasty w/ Kyle Grieve

Kyle Grieve discusses the remarkable story of the Davis Dynasty, a multi-generational investing family that compounded wealth through discipline, focus, and a deep understanding of insurance businesse...

15 Mar 1h 5min

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