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This hits on something I've been doing manually for years before I finally built tooling around it—the compounding mindset shift when you move from regret math to forward-looking strategy. What matters isn't the "what if I'd done it differently" scenario, but having a clear framework for what you're actually doing now and stress-testing it across Bitcoin's historical cycles and volatility patterns. After years of tracking cycles and running these analyses myself, I ended up building https://timetobuybitcoin.com to automate exactly this kind of modeling—different accumulation paths, power law valuation zones, where we sit in the cycle. The fact that Claude can generate this for you with zero dev experience is huge; the real skill is knowing which questions to ask the tool. Your dual DCA/lump sum approach is the right starting point.