Just listed our first rental and still trying to decide how to go about lawn care. 

The bank will have to be included in any lawsuit you file but unless the land significantly affects their collateral, in my experience, they don't really care. 

I know I would lose $50k up front but over the long haul I would save at least that $50k in interest and basically cut my PITI in half and double my cashflow the next 30 years.

I primarily take care of the John Deere accounts since I'm a former JD employee and understand how they work.

I could deposit $20,000 cash each month and if I claim it as income on my taxes, nobody cares.

People will literally pay more to take care of less (newer, more "luxurious").We would definitely be buying this home to live in - what did you mean by "house hack a multi-family property"?

So based off this calculation I determined that my portfolio is strong enough to move on with my expansion plan into a new market.Business expenses as % of total expenses : 70%   1) Fixed Expenses:        a)Monthly Mortgages: 45% b)Property Taxes: 18.7%c)Utilities Expenses: 14.8% d)Licenses & Insurance:  5.4% 2) Variable expense - Water bills + repair expense : 16%  Personal Expense as % of total expenses: 30% My monthly living expensesa)Housing: 39.7% b)Child Care: 25.4%c)Living expense: 22.2% d) Food: 7.9 %e) Insurance: 4.8Income 1) Total Income - 100%  A) Rental Income: 42%  B) Wage income (W-2) : 26 %  C) House Flipping Revenue: 23%  D) Property Management Revenue: 5%  E) Stocks/Dividends: 4% Please let me know if you would like help walking through this process as it has been super helpful to understand my financial situation or send you the spread sheet I used.  

Who handles yard care?

Careful you might find it addicting.Bill Chase of Chase and ChaseJeff Charlow of Master Title and EscrowMichael Gross in Bethesda MDAnthony Onwuanibe of Golden Trust Title.

I'm a strong believer in keeping your people first and while the goal is to be able to have financial freedom so that I can travel around the world, I want to be able to make sure that I take care of home first and give back.I found a meetup in the next couple weeks actually and I am so excited to attend and network!