With two rentals, you might consider QuickBooks Online Plus, which allows you to track income and expenses by class codes (ideal for separating each property’s income & expenses to assess profitability by property).

Any brokerage can be the right fit for you so long as you commit to taking initiative and putting in the work.By 'work', I mean income-producing activities (lead generation and follow-up) i.e. cold calling, door-knocking, contacting your sphere of influence, networking, hosting open houses, running online advertising, marketing (paper or online), or anything else that will get you in front of prospective clients.My first broker rarely answered my phone calls and by the time she responded, I'd often already have the answer I was looking for.

Giving up $100k+,in tax free income.

My overall goal is have passive income while I am able to travel the world at ease. 

The lease would establish income, which can be used for loan qualification purposes.

That will give you income to invest.

But if you put in the effort, Detroit can be incredibly rewarding.Over the last several years, the city has been on a steady upswing: population growth, major corporate investments, and increasing demand for housing are all positive indicators.

Save that down payment money you mentioned or go for a multi family at a higher price than the single but have rental income. 

Lenders will want to know if the property is generating income and if it qualifies for a DSCR loan or traditional financing.

@Ali HamadeSince your property is ideal for house hacking and generating rental income, targeting an investor-friendly audience is a smart approach.