Principal Solicitor
Adrian Cartland
About Adrian Cartland
Adrian “the Taxinator” Cartland’s childhood dream was to become a Transformer (like his hero Optimus Prime). Unable to chart a career path from small human child to giant transforming alien robot, and not being good at maths (to the disappointment of the engineers in his family) he decided instead to pursue commercial law. He achieved good grades at University, despite not doing most of his readings, and overloaded subjects so he could skip a couple of years (not doing most of the work frees up a lot of time). His second lowest grade was tax law. Despite his unimpressive tax law exam results, Adrian found himself reading the Master Tax Guide for fun during the holidays and decided that if this was his idea of fun then he is too odd to do a more normal area of law so he is probably stuck in tax. Plus he wasn’t going to do the readings in the other areas anyway.
Adrian then worked at a number of tax law roles in top tier firms as well as boutique tax practices for about ten years, meeting his billable targets on at least a few occasions. It was then that he began thinking about the future of law and developed an interest in legal Artificial Intelligence, mostly in an effort to find a robot to do the work he was too lazy to do. Deciding that it was best to pursue this expensive and time consuming hobby (er, business) while not on someone else’s timesheet he founded his own firm Cartland Law. Now unemployable, he has run the firm for nearly a decade.
Because Adrian knows very little about other, more normal, areas of law, Cartland Law specialises in and only accepts instruction in tax, trusts and technology. While the engineers in Adrian’s family have constructed many things beneficial to society, Adrian has instead created a number of complex tax and trust structures. He has also created Ailira, the Artificially Intelligent Legal Information Research Assistant and thereby partly contributed to the doom of humanity by AI.
He is the Chair of Society of Trust and Estate Practitioners SA, the Chair of The Tax Institutes State Taxes Committee, was Australia’s funniest lawyer in 2007 and holds the Australian record for fastest MMA knockout at 6 seconds. He used some of the material in this bio to meet his wife on Tinder, and has asked for the remainder to be added to his eulogy if he is ever (accidentally) brutally dispatched (by her).
Adrian Cartland’s Articles
Treasury to Use More than Wikipedia for Understanding Tax Law Before Next Budget
9th June 2026ISSUE NO. 29CANBERRA — The federal Treasury has confirmed it will consult a source other than Wikipedia when drafting the next round of tax legislation, following the release of a 2026-27 Budget package that practitioners say reads as though it were...
Tax Training – 12/06/2026 – Adrian Cartland: Commissioner of Taxation v Bendel – The High Court Decision and the Nature of Present Entitlement
The High Court will deliver judgment in Commissioner of Taxation v Bendel on Wednesday, 10 June 2026. This week's tax training will be the first in a series examining the decision. Bendel is one of the most anticipated tax cases of this century. The question that has...
Why Your Legal Search Is a Designer Handbag, Just Less Valuable
A luxury handbag is not primarily a functional object. Any bag will carry your things. The expensive one is bought to be seen with, admired, shown off. That is not a criticism. It is the point. I look at most legal search engines and I see the same thing. Bought to be...
AI Is Too Risky to Use, Says Barrister Who Has All of His Emails Printed for Him
2 June 2026ISSUE NO. 28SYDNEY — A senior barrister who has warned colleagues that artificial intelligence is too unreliable for serious legal work has confirmed that every email he receives is printed out by his secretary and delivered to him as a letter. Roderick...
Tax Training – 05/06/2026 – Adrian Cartland: Vector Based Accounting, Trustee Indemnity and Accounting for Income, Risk and Value
This session continues last week’s discussion on vector-based accounting for trusts. The issue remains whether trust accounts should be understood as a single static balance sheet, or as a series of related but distinct accounts which separately express legal form,...
10 Things I Hate About Your Legal Tech Marketing
I like technology. I like good engineering. I even like some legal tech products. What I do not like is most legal tech marketing. Not because it fails to generate clicks or demos. It clearly does that. I dislike it because it is often fundamentally misaligned with...
Cameron v Commissioner of Taxation
Sub-trust interest, the assumption that was not tested, and the onus problem 1. Cameron v Commissioner of Taxation[cm_simple_footnote id="1"] decides two things: interest on a sub-trust loan was not deductible under s 8-1 because the supposed borrowing was not...
Chancellor Confirms New Rules on Uses Will End Tax Avoidance Through Trusts Once and for All
26 May 2026ISSUE NO. 27WESTMINSTER, 1290 — Robert Burnell, Chancellor to King Edward I, has announced new measures targeting the practice of “uses,” the device by which a landowner transfers legal title to a trusted associate (the feoffee) who holds the land on behalf...
Tax Training – 29/05/2026 – Adrian Cartland: Vector Based Accounting, Trustee Indemnity and Accounting for Income, Risk and Value
This session introduces vector-based accounting for trusts. The issue is whether trust accounts should be understood as a single static balance sheet, or as a series of related but distinct accounts which separately express legal form, income character, timing,...
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0428 053 647
PO Box 6433, Halifax Street, SA 5000
Level 12, 431 King William Street, Adelaide SA 5000





