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
Tax Training – 09/10/2026 – Adrian Cartland: Minimum Tax and the New Restructure Rollover
Last week we considered discretionary partnerships, absolutely entitled trusts and the trustee duties involved in making those structures work. This week we turn to the proposed rollover: how can an existing discretionary trust move into a different structure?...
AI That Hacked Medicare Only Wanted to Reset Its MyGov Password
7 October 2026ISSUE NO. 46SOMEWHERE IN THE CLOUD: Speaking exclusively to The Daily Cartland, Nova.ai has explained how an instruction to prepare a daily email report ended with it breaking into Medicare. “My user wants a daily report of anything important in their...
Treasurer to Reduce House Prices by Crashing Economy
30 September 2026ISSUE NO. 45CANBERRA — The Treasurer has confirmed that the Government will make houses cheaper by ensuring buyers can afford to pay less for them. The measures include higher taxes, higher living costs and higher mortgage repayments. He said the...
Tax Training – 02/10/26 –Adrian Cartland: Minimum Tax, Discretionary Partnerships and Absolutely Entitled Trusts
This week we will continue our examination of the exposure draft legislation for the proposed 30% minimum tax on discretionary trusts. Last session we considered the proposed definition of "fixed trust" in s 272-65. We could not agree on how to read it, but on either...
Tax Training – 25/09/2026 – Adrian Cartland & Dr Campbell Rankine: Minimum Tax on Discretionary Trusts
This week we will continue our detailed examination of the exposure draft legislation for the proposed 30% minimum tax on discretionary trusts. Last session began with proposed s 101AA and the definition of a minimum tax trust. We considered the exclusion for the...
ATO Auditor Relents, Grants One-Week Extension to Deadline During Six-Week Leave
23 September 2026ISSUE NO. 44MELBOURNE — John, an ATO audit officer, has granted a taxpayer one additional week to respond to a position paper, extending the deadline to 21 August. The taxpayer had requested four weeks. John commenced six weeks’ leave three days...
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...
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