Since your Boston condo is in an LLC, transferring the title to your personal name to satisfy the lender could potentially trigger tax issues or disqualify the exchange. 

I'm looking for advice on how to feel more comfortable pulling the trigger on my first out of state rental property.

Each LLC can have a separate agreement, but the IRS will scrutinize this, so keep everything above board to avoid issues.Tax Implications: This arrangement could allow you to shift income and claim home office deductions, but it needs to be done carefully to avoid triggering any red flags with the IRS.Renting a Car to Your LLCs:Renting your car to your LLCs can also offer some tax benefits, such as shifting income and potentially deducting expenses like mileage and depreciation.

 I’ll also add that there are some instances where just making additional payments to pay down principle could trigger the due in full clause.

I have "Rental Property Investing" sitting in my cart but was waiting to pull the trigger until I added a few more things.

I was also told by my cpa that transferring the property from the LLC to our personal names will trigger a tax event.

I just have to pull the trigger and then work to get my books in order.Appreciate it!

It has always been a dream for me to own but I am scared to pull the trigger. 

I see deals everyday that I am confident I can execute profitably, but no matter how successful I once was, the last 10 years have been harsh.

If you decide to pull the trigger and sell this property I would be interested in a potential sub2 deal.