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In this episode, we sit down with Ben Simpson — Australian entrepreneur, investor, and founder of Collective Shift — one of the most respected crypto research platforms in the world. Ben shares how he went from living in a van to managing millions in crypto assets, his early bets on Bitcoin and Ethereum, and why he believes crypto is just getting started. From mindset to market cycles, this episode is packed with real talk on wealth, risk, and making big moves in uncertain times.

 

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Timestamps
00:01:47 – Ben Simpson's Crypto Journey
00:03:00 – First Bitcoin experience
00:05:10 – Living in a van & quitting his job
00:07:22 – Why he bet on crypto early
00:09:05 – The power of writing online
00:11:00 – Creating Collective Shift
00:12:45 – Breaking down market psychology
00:15:30 – Early wins and big mistakes
00:18:10 – When Bitcoin really clicked
00:20:22 – Ethereum's rise & layer 2s
00:23:40 – Navigating market crashes
00:26:55 – $1M Bitcoin: is it possible?
00:29:10 – The future of Web3 & decentralization
00:31:45 – Investor mindset: conviction vs FOMO
00:34:00 – Biggest lessons from early failures
00:36:12 – Bear markets = building seasons
00:39:40 – How Collective Shift helps everyday investors
00:43:15 – Advice for people new to crypto
00:45:40 – Red flags in crypto influencers
00:48:20 – Favorite altcoins right now
00:51:00 – Bitcoin's role in global finance
00:53:30 – Entrepreneurial lessons from the journey
00:56:00 – Burnout, balance, and mental health
00:59:30 – Long-term bets beyond crypto
01:02:20 – Ben's personal goals for the next decade
01:04:10 – What he wishes he knew earlier
01:06:40 – Advice to creators building in public
01:09:15 – Rapid Fire: Regrets, wins, routines
01:12:45 – Final thoughts on crypto's future
01:14:20 – What he'd do with his last $100
01:16:40 – Advice to his 18-year-old self
01:19:00 – Legacy, passion, and the power of risk
01:21:24 – Episode Wrap-Up

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