I Made $1M With Crypto, Here’s How I’m Preparing For The Bear Market

17 Dec 2025 · 17 min
16:52

Ben Simpson (creator) recounts his crypto journey—making six figures in 2017 then losing it all, later generating audited 3,000% returns in 2021—and presents a seven-step system he uses to prepare for bear markets. Key recommendations: take systematic profits on the way up (dollar-cost-average selling into stablecoins), use indicators (RSI, Fear & Greed) to time trims, simplify and de-risk portfolios (focus on Bitcoin as a foundation), and plan for taxes (tax-loss harvesting, entity structuring) and psychology (investor identity shift, performance coaching). He cites concrete examples: taking 560% profits on a project called “syrup” in June, rolling profits to buy his parents a house, and a tax bill that resulted from reinvesting cash into a business. He also recommends a basic allocation framework (roughly a 60/20/20-style approach with ~20% in stablecoins as dry powder) and earning yield on stablecoins (examples: Coinbase, AAVE). The piece mixes personal anecdotes, practical rules, and a call-to-action to Collective Shift training.

Questions this video answers

Over 3,000% (audited by his tax accountant).

He took profits at 560%.

A 60/20/20-style approach with about 20% in stablecoins as dry powder.

Approximately 5%–10% per year (examples mentioned: Coinbase, AAVE).

He used profits to buy his parents a house.

Chapters

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