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 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
Premium Office The Farthest From Loud-Talking Partner
16 September 2026ISSUE NO. 43SYDNEY — Hollis, Grant & Shore has confirmed that the most desirable office in its newly refurbished Sydney premises has no window, no harbour view and almost no natural light, but is located 42 metres and two solid walls from managing...
Free AI Consultation Doesn’t Recommend Salesman’s Product
9 September 2026ISSUE NO. 42ADELAIDE — Local accountant Steven Rowe sat down for a software demonstration this week, waited for the hard sell, and was stunned when the salesman looked over his systems, ran the numbers, and reached the opposite conclusion. "He just...
Tax Training – 11/09/2026 – Adrian Cartland: Minimum Tax on Discretionary Trusts
Treasury has released exposure draft legislation for the proposed 30% minimum tax on discretionary trusts. Consultation closes on 18 September 2026. The legislation also proposes an alternative electable regime. A trustee may nominate the beneficiaries who are to...
Newspaper Ends Big Four Probe. In Unrelated News, It’s Audit Has Been Signed Off
2 September 2026ISSUE NO. 41SYDNEY — The Australian Herald confirmed on Friday that it had ended a seven-month investigation into a Big Four accounting firm, over allegations that the firm withheld clean audit opinions from clients who declined to purchase its tax and...
Treasurer Announces Rushed Tax Amendments To Patch Rushed Tax Amendments
26 August 2026ISSUE NO. 40CANBERRA - The Treasurer has announced further amendments to the Government's tax reforms to fix problems in the legislation introduced to implement the reforms, rejecting suggestions that the legislation had been introduced before the...
Tax Training – 28/08/2026 – Adrian Cartland: Liwszyc v Federal Commissioner of Taxation, BPAY and the Six Moments of a Bank Transfer
A great many tax consequences turn on when a payment is made. A difference of one day can determine the year of a contribution, a deduction or an assessment. That question will arise more often under Payday Super. Since 1 July 2026, superannuation contributions must...
AI Company To Watermark AI-Generated Text With Em Dashes Because We Couldn’t Otherwise Tell
19 August 2026ISSUE NO. 39SAN FRANCISCO - Artificial intelligence company Nova.AI has announced that it will begin watermarking AI-generated text to comply with European transparency requirements, allowing computers to identify material produced by artificial...
Speaker Ponces Around Stage Like He Is At TED
12 August 2026 ISSUE NO. 38 NEW SOUTH WALES — The 29th Annual Congress of the Institute of Taxation, Actuarial and Accounting was interrupted on Tuesday afternoon by a man in a linen shirt crossing the full width of the stage, stopping abruptly, turning, and pointing...
SOCIALIST GROUP ACTUALLY QUITE ENTERPRISING
5 August 2026ISSUE NO. 37CANBERRA — The Emancipation Current, a Marxist organisation committed to the abolition of private property, has reported a surplus equal to 22 per cent of revenue. No income tax is payable. The surplus will be reinvested in expanded capacity...
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