Tax planning in Australia is becoming increasingly complex from a revenue law perspective, raising complex revenue law considerations. The recent spate of Part IVA cases (particularly in the context of trusts used in tax planning) has left many advisers wondering where the boundary is in terms of ‘permissible tax planning?’ This session looked at the myriad of integrity measures applicable to advisers undertaking tax planning activities for their clients, by reference to recent case law and how the principles considered by these cases might apply more broadly to small businesses or investments held via a family trust. It also examined examples of legitimate tax planning versus risky tax planning and explore how to mitigate risks as advisers.