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It is interesting to note that there are about 6 different borrowers who are before the courts challenging the validity of the "break costs" charged by financiers.
I know that it does not answer your question, but just thought you would be interested to know.Paul
Providing the finance products are separate products and not "under the one umbrella" as one facility, I don't see a problem – from a Tax Office perspective. If they are one facility, the Tax Office would apply Part IVA of the Tax Act which basically says that what you have set up is a sham and they remove the tax benefit and charge interest and penalties.
Obviously any strategy that reduces your non-deductible debt quicker than deductible debt will have some after tax cash flow benefits.