Flipping houses in an IRA, if done on a regular or repeated basis is subject to UBIT taxation, since this is considered a trade or business (and therefore this tax-exempt entity is competing with tax-paying businesses).  

Because of double taxation Canada-USA (63-73% in my case) and all international form requirements, since I got married last year, and became a US Citizen for tax purposes ONLY (!!!!!!!!!!!)

On the other hand, property owners benefit greatly by keeping sales data out of the hands of the taxation powers.  

I talked with him for about 30 minutes and he will be the first person I reach out to in the future.On a related note while talking with Charlie I learned that rental income is taxed the same whether or not the property is owned by an LLC, so there are benefits from a liability standpoint but not really a taxation standpoint in an LLC.  

The IRA would be on title and the loan would need to be non-recourse, meaning no personal guarantee from you.The non-recourse lenders that would look at such a deal would likely want to see about 35-40% down and 10+% in reserves in the IRA.The use of debt-financing in an IRA exposes the IRA to UDFI taxation.  

IF you can, however, you'd most likely be volunteering for double taxation (assuming the account consists entirely of pre-tax funds): you'd pay the loan back with after-tax funds (tax #1) and then when you withdraw in retirement, you'd pay taxes again (tax #2).

I am trying to complete the application for Trade Name and on question #4 its asking me, Do I have a personal property account ( " L " number) and if no it's directing me to complete an annual personal property with the State of Maryland Assessments and Taxation Department and I have no property to report at this time.

Here are some other things that could go wrong which may cause failures:Unknown necessary repairs (i.e. sewer lines, roof, etc)Not having cash reserves to cover vacancies / major repairsUptick of crime / vandalism in neighborhoodVandalism of propertyInfestations (pests, other)Bad tenants / No tenants / tenant family issue impacting stay (i.e. death, divorce)Rezoning of school districts / Loss of accreditation of school district Insufficient Property Management (not addressing tenants concerns, no notification of repairs timely - causing further damage, etc)Not following market pricing on rental / raising rent to frequently or too much at onceLegal issues (i.e. tenants sue for injuries on property, taxation, etc) I think you get the idea.

This might include things like intent at the time of purchase, time held, whether a property was marketed for sale, frequency of such transactions, whether you are personally flipping houses separate from the plan, etc.If your IRA is flipping properties on a regular basis, then you will surely want to speak with your licensed tax advisor to be sure you understand the ramifications of UBIT taxation, and whether this tax on the gains from flipping will still leave your IRA with better returns than other options, or if you might need to look at different strategies for the IRA such as long term rentals or hard money lending.

"Paying yourself a bonus" sounds suspiciously like you're working within a C-Corporation and that may be your first issue right there due to all the inherent issues involved in a C-Corporation with double taxation, etc.