Jake Woodhouse

Pic of the presentation host talking about investing

Episode #69

02/07/2025

"use others' due dilligence"

What Smart Money is Doing With Bitcoin Right Now

Still image showing the presentation about smart money investing
Pic of the presentation host talking about investing
Pic of the presentation host talking about investing

What does the next 3-6 months have in store for Bitcoin? What is smart money doing to prepare? I analyze the S&P 500 priced in gold, discuss quantitative strategies for trading Bitcoin, and dive into the risks/rewards of taking loans against BTC. What is the optimal buy/sell strategy in the current macro environment?

EPISODE RESOURCES:

What Bitcoin Did episode

Mark Moss video

Beware the CGT Trap post

Zone21 Website

Debifi Website

Minotaur Website

 

TIMESTAMPS:

0:00 – The Next 3-6 Months in Bitcoin

1:04 – S&P Priced in Gold

5:31 – What is the Optimal Strategy for Buying and Selling Bitcoin?

7:54 – What is Smart Money Doing Now?

13:04 – Beware Bitcoin Loans

20:34 – Bitcoin Quantitative Trading Strategy

26:11 – Closing Thoughts and How to Connect

Our Guests

New Guest Episodes Weekly

Guest

Date

Episode #

The Next 3–6 Months in Bitcoin: Institutional Rotation, Timing the Top, and Advanced Yield Strategies.

In this high-density investment briefing, Jake Woodhouse outlines a strategic macro view of Bitcoin over the next 3–6 months. He opens with insights from hedge fund manager Dr. Jeff Ross, whose S&P 500 priced-in-gold chart reveals that real asset appreciation has stagnated for a century, exposing fiat debasement. The discussion frames Bitcoin and gold as superior stores of value during secular monetary debasement cycles, particularly as global liquidity, sovereign risk, and inflation converge in 2024–25.

Woodhouse examines on-chain cycle forecasting with Jiggs’ block height-based model, estimating Bitcoin’s all-time high around October 2025, prompting a reevaluation of profit-taking windows. He then explores Mark Moss’s thesis on institutional capital rotation: phase two of the Bitcoin cycle, where sovereign and fund-level buyers dominate, leaving altcoins behind. Moss presents empirical data showing the collapse of Ethereum’s BTC ratio and a 90% loss rate among crypto traders.

Attention then shifts to Bitcoin-backed loans. Woodhouse, citing Wizard of Oz, warns against custodial lending platforms due to CGT-triggering beneficial ownership transfers. He highlights Firefish and Debify as tax-efficient, non-custodial lending solutions with multisig protection and oracles. This enables yield generation without triggering capital gains.

Finally, he describes a capital strategy using algorithmic bots (e.g. Minor Tool by Costa) to trade stablecoins obtained via Bitcoin-collateralized loans, generating 3–5% monthly yields netting ~2–4% after loan costs. This tiered structure preserves Bitcoin’s upside while activating yield from its equity, without liquidation or taxable disposals. The episode closes with a teaser on early-stage Bitcoin-native equity investing as asymmetric upside in the current macro environment.