Hello, I am new to Real Estate investing world, and have been educating myself since summer of last year, and been to only one local REI meeting and currently enrolled in a very good online course mostly on how to wholesale properties, but still have not pulled the trigger yet.

Sorry for triggering you.

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. 

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

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!

I remember being up all hours of the night trying to plug in all the If/Then scenarios and responses and triggers and Stops and .... maybe one day I'd pay someone else to keep up with it ... but it that case maybe I should just pay them and skip the platform lol ... also I stopped using it because I got way too weary of texting/calling in Texas after reading about people getting sued and the no statute of limitations that can result in someone waiting years to sue if they get 'solicited' without opting in, etc, etc ... wasn't worth it to pay monthly to just open myself up to getting sued....