She also owns 100% of our personal residence in Tuftonboro, NH that is assessed by the town at $804K (it should appraise for much more) with a $352K mortgage.

Without an exact numbers breakdown of each option (which should obviously be my next step), I think my ideal situation would be to sell the SF and roll the equity into this, leaving me with a modest holding cost that I can absorb with my stable W2, and keeping the HELOC for any larger ticket items I need during rehab.

Another thing to keep in mind is that a structure is usually specific to an individuals own set of facts and circumstances. 

They’re easier to qualify for and will allow you to bypass personal income/asset tests.Let me know if you have any specific questions about Montgomery—I’d be happy to help.

Havent gone through it personally but that sounds like a nightmare!

I actually just want to rent it out and keep the equity in it.im pulling out of my 401k for a down payment and my wife is going to pull 50k out of her trust fund for rehab cost on the 2nd house.i was mainly talking about after i rehab the second house(will be my new primary).

Depending on your liquidity/vesting in these retirement accounts - utilizing these accounts can be a great way to purchase more property, you'll just want to be sure you're covering all the bases to keep you on track for retirement, emergency fund etc.If you have any more specific questions as it relates to financing i'd be happy to chat more in the DM's!

Instead of recommendations and professional advice from her I found myself with more questions than answers often times, and her newness and lack of confidence left me feeling like I couldn't trust her.I think you're already 4 steps ahead of her as you're here asking the questions and are engaged on the BP forums which in my opinion, besides having a great broker with seasoned agents to learn from in person, is the MOST important thing.

Keep investing and moving forward.

I thought I had guts, I would never pay 1.9 mill for a prop I HOPE to sell for 2.4, PLEASE keep us in the loop, would love to know how it ends upGood luck