@Drake BackmanBigger Pockets is a great place to find a tax strategist specializing in real estate taxation.A good real estate tax strategist can save you thousands of dollars by leveraging entity selection and formation, tax deductions, cost segregations, bonus depreciation and tax planning.I recommend finding a tax  strategist specializing in real estate taxation, business taxation, financial planning and tax planning.Consider working with your tax strategist remotely to expand your options.I would also recommend looking for a tax strategist willing to work with you throughout the year.

I'd recommend speaking with local specialists in your target market to look at multiple investment options side-to-side.Lastly, some of my clients have been encouraged to stay away from HELOCs unless they expect a lump sum (inheritance, sale of other asset, bonus, etc.) to pay off the HELOC in the next year or 2. 

Yes they are a nice bonus, but you could find yourself on the end of a lawsuit due to a guest getting injured or even killed.

for me, the ones that cashflow the most are the ones that I bought with 3% long term debt, they were new (low maintenance) and they are in high appreciating areas(just a bonus but does not impact cashflow).

Bonus points if I can incorporate technology to streamline applications.

More work, more time but you can take advantage of a nice cost segregation / bonus depreciationThis is the truth! 

Remember, investing 200,000 into an ADU won't likely increase your properties value by 200,000, but the rent potential is a great bonus.

That one will take a year, but then it will get 25K a month on 2.5M, and there is an RV park as a bonus.   

@Cate DeBates Triple Net commercial lease is a huge bonus!

Bonus if you have any advise or pools.