I think by waiting to last minute to put things together you miss items and year end tax planning becomes problematic.

The plan is to use the heloc to purchase additional properties, and basically brrrr and pay back the balance - then repeat.What I didn't realize is how difficult it is to find a business heloc.  

Speaking with a lender is a good plan, they can help you plan for the future.  

I’ve also thought of plans for a smaller scale venue too.

I would imagine most attorneys located around the MA, NH border area plan to make more than $200,000 per year.

For down payment, plan to need 30-40%.

We are looking into getting a fixer upper and plan to rent out our original residence ( Zillow says we can get $2700 median rent in our area ) while moving and fixing up the new house.

@Jacob AndersonI've only used my HELOC for investing when I have a quick exit plan.

My friend and I are planning to buy an investment property (My second his first).

That being said, I will preface this with the fact that I have a legal background, specifically with estate planning and asset protection as it relates to real estate.