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Kane McGukin
8cbda4ca1b48a2e6a40da6191efb0e4c7e782d18a1889fffa420e1d29068acd3
#Bitcoin + Monetary Innovation. My opinions are my own and not financial advice. Navigating Bitcoin’s Noise 🎙️http://apple.co/3wFbiiq

Maybe I’m wrong… a negative purchase -700 would mean a sale and it would go match the podcast reference. Both sources previously provided.

Saylor himself said multiple times over the last few years MSTR was a dead company. It wasn’t innovating and he was trying to figure out how not to have to wind it down or just let it die a slow death or sell.

His earliest mentions were when framing around what he noticed with FANG and he saw it again with Bitcoin so he bought it as a means to save the company… I.e. “dead in the water”.

Replying to Avatar Joe Nakamoto

Important post if you are in the UK 🇬🇧

Plz share with or tag other Brits.

🧵 Thread

A Tax-Efficient Way to Spend Your #Bitcoin While Supporting the Network and Keeping Your Holdings Intact!

One way to spend Bitcoin, help decentralize the network, and move BTC off exchanges without triggering a taxable event is through a strategic spending and repurchase approach.

Here’s how it works ⬇️

Step 1: Spend #Bitcoin at a vendor who accepts it as payment.

This ensures you're using Bitcoin in the way it was designed—as a decentralized currency. You're also supporting businesses that accept Bitcoin directly. 💳⚡️

Step 2: Within 30 days of making the purchase, buy back the same amount of Bitcoin.

This is key to ensuring that you retain your original holdings without being exposed to market volatility. 🔄

The magic behind this strategy is the 30-day rule.

In the UK, this rule prevents you from claiming a tax loss on an asset if you buy it back within 30 days, but it also means you inherit the original cost basis if no profit is made.

By rebuying the Bitcoin within the 30-day window, you effectively reset your position at the original purchase price, meaning no capital gains or losses are realized.

This way, no taxable event occurs, and your Bitcoin stays in your hands! 💼🛡️

Not only does this method keep your tax position intact, but it also moves Bitcoin off exchanges, which enhances decentralization and strengthens the Bitcoin network.

You continue to hold Bitcoin with your initial cost basis, tax-free. 🏛️🔐

In summary:

Spend BTC at a vendor

Buy back the same amount within 30 days

Maintain your original cost basis, avoiding tax implications

Support the Bitcoin ecosystem by transacting on-chain 🌍⚡️

#Bitcoin #CryptoTax #BitcoinNetwork #SpendAndHODL #TaxPlanning

THIS THREAD IS FROM

THIS ACCOUNT;

Stolen from The Secret Investor - Tax accountant on twitter.

If there is a gain how is that handled?

See GBTC, IMO. As potential risk associated based on other players impacting price of locked up bitcoin.

Agree. I noticed where in Dec 2022 at the bottom he had to sell 700 BTC. I assume there was effectively a margin call due to drawdown. He’s doing alluded to this in the Saif podcast too.

He’s doing it well but people don’t fully understand the inherent margin risk even when you do it well.

Seems to me that at this point $MSTR is a lot like GBTC was when that arb was a “no brainer”. All the HFs and funds that abused the arb ended up blowing it up due to their leverage. This could easily be the case, seen again, after the fact??

Based on estimates there is about $78 of bitcoin per MSTR share. The company stock (pre-#bitcoin) typically traded at $10-$16 a share (for pretty much 20 years).

Adding $78 of BTC would get you to about $94-95 bucks per share. Also, Saylor has been pretty vocal that MSTR pre-Bitcoin was dead in the water. So, it would seem investors probably shouldn’t assign much value to the company then, right?

Granted, I do think his play is to turn it into a bitcoin bank, lend off the stack and convert the software to BTC software and analytics, so there could eventually be hidden value there.

Post 2017/18, #bitcoin is not as uncorrelated as it’s portrayed.

However, when it is the dislocations are usually useful to watch.

Bitcoin vs the S&P over the last 6 months or so.

Hoarding sound money assets in chaotic times is how new financial systems are built. #bitcoin

https://open.substack.com/pub/kanemcgukin/p/the-new-strongmen

It funds a lot of bad things and keeps a lot of bad situations going. Turning it off would bring our sanity level back down to earth.

However, most people prefer not to look at root problems and instead obsess over easily concocted excuses.

🤔 which has become more important?

The sport of the process or the actual process?

Since Jan 2018 (almost most 7 full market years) #GOLD has performed almost exactly the same as $SPY.

$GOLD: 105%

#SPY: 108%

Let’s play devil’s advocate for a second:

In the long run, what if the emergence of #Bitcoin is a means to trade liquidity like TradFi trades the #VIX??

https://capitalwars.substack.com/p/is-bitcoin-a-liquidity-proxy

Sound familiar?

Big Debt Crisis by Ray Dalio.