Ben SimpsonNavigating the world of crypto with confidence & expertise | Founder & CEO of Collective Shift

CRYPTO TAX

Name: CRYPTO TAX
Uploaded: 2026-02-04T00:47:09+00:00
Duration: 1 min 22 s
Channel: Ben Simpson
Description: In this monologue, the speaker reframes cryptocurrency taxation from a source of anxiety into a strategic advantage, emphasizing that a solid grasp of…

4 Feb 2026 · 1 min

Watch on YouTube

1:22

In this monologue, the speaker reframes cryptocurrency taxation from a source of anxiety into a strategic advantage, emphasizing that a solid grasp of tax rules and numbers can be wielded as a weapon to boost returns. He outlines several concrete methods for reducing tax liability: investing through a company’s balance sheet in Australia to deploy pre‑tax earnings, leveraging retirement‑based vehicles such as Australian SMSFs and U.S. self‑directed IRAs to access capital before tax, exploiting capital‑gains discounts by holding crypto for more than twelve months where jurisdictions allow a 50% reduction, borrowing against Bitcoin holdings to obtain cash flow without triggering a sale, and structuring crypto activity as a trading‑based income stream that may be taxed differently from capital gains. The speaker stresses that these tactics are especially valuable for investors handling large sums, as the cumulative tax savings can be substantial over time.

Chapters

You don't have to fear crypto tax, you just need to understand it and use numbers as a weapon, not a disadvantage. This is the biggest insight I had over the last few years as I started to realize that if you can use tax and numbers and you know, your understanding of this space as a weapon, it can actually help you gain so much more than using it as this thing that's stressing you out. Oh my goodness, I'm done. My tax. I don't know how to do it. As an example here in Australia, how I invest and where I get a really great return is being able to invest on my balance sheet of my company to to be able to use pre tax dollars to invest. All right, what that essentially allows me to do is utilize income that I gained through my business to invest on the balance sheet and then kick the can down the road before I pay the tax. I see this as well in SMSF assets or Even self directed IRAs in the US people are able to use their retirement to get access to capital before paying the tax. If you're under your personal name, utilizing capital gains incentives as an example, depending on your jurisdiction, you can hold your crypto for longer than 12 months and get a 50% capital gains alright. Another way to do this is to accumulate Bitcoin as an example and you can lend against your bitcoin to cash flow without having to sell it. Utilizing different ways to optimize your tax structure as well as using like a trading based account, if you're using trading as a generation of income, it can also be taxed differently. Where you're not getting, you know, hit on capital gains on trade to trade so many different things you need to be aware of that can optimize your tax. Especially when you're investing large amounts of money. This can save you so much in the long run.