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Bitcoin
2026-08-21 07:21:09

Crypto veteran Rob sticks with DCA and AI agent payments thesis after Bitcoin’s surprise 10% surge

A day before Bitcoin jumped about 10% and briefly broke above $70,000, Digital Asset News founder Rob told The Milk Road Show that he still thought the market might not have found a bottom and that the low could arrive around October. In the Aug. 19 episode, recorded before the rally, Rob laid out a simple framework built around long-term accumulation rather than short-term calls: buy more as risk falls, take profit in pieces, and accept that nobody consistently sells the exact top. He said he uses Ben Cowen’s risk meter as a guide, increasing his Bitcoin purchases as the reading drops from 0.49 to 0.39 and below 0.29. The conversation ranged well beyond price targets. Rob argued that Congress is unlikely to deliver a major near-term catalyst, describing the White House crypto meeting and the delayed CLARITY Act as more political theater than a clear turning point. He also discussed the SEC’s new "Regulation Crypto" framework, saying clearer rules for fundraising and ICO-style issuance arrive years late and may bring money back into the sector, even as he questions whether crypto needs more new tokens. On portfolio construction, Rob said he spreads custody risk across wallets, custodians and ETFs after recent hardware wallet incidents. For altcoins, he said he mainly trusts four chains tied to stablecoin activity: BNB, Ethereum, Solana and Tron. Looking ahead, the theme he finds most compelling is AI agent payments, especially after Cloudflare’s move to support crypto payments for AI agents, though he also flagged the operational risks that autonomous software could introduce.

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Crypto veteran Rob sticks with DCA and AI agent payments thesis after Bitcoin’s surprise 10% surge