For example, say I am going to 1031 exchange 200k into 2 properties to defer my taxes, each being 100k of proceeds, but then 1 sale fell out last minute.

You mentioned that you'd recommend a multi-unit property; is a multi-family property typically preferable to a single-family home for house hacking?

For example, a lake house we looked at was quite small, great view of the lake but access was steep and rutted.Before we passed on the place (due to structural issues on a 3 story deck) I had a local guy out to give me a quote on grading and paving.

Most of these syndication, are typically promoting "the STR market" rather than their actual track record.The moment I clicked "View more details" of their holding , I can see their future booking.My respond was ............ nahhhh, my STR is performing way better for them.You could forecast their revenue by checking future booking.

Simplified example: if all assessments would exactly double, individual property taxes would stay exactly the same.Milwaukee is currently the 2nd most competitive market for renters in the US, you can watch a video on current Milwaukee rent increases here. 

Let’s just say for example purposes there was 500k to work with. 

:Class A Properties:Cashflow vs Appreciation: Typically, 3-5 years for positive cashflow, but you get highest relative rent & value appreciation.Vacancy Est: Historically 10%, 5% the more recent norm.Tenant Pool: Majority will have FICO scores of 680+, zero evictions in last 7 years.Class B Properties:Cashflow vs Appreciation: Typically, decent amount of relative rent & value appreciation.Vacancy Est: Historically 10%, 5% should be applied only if proper research done to support.Tenant Pool: Majority will have FICO scores of 620-680, some blemishes, but should have no evictions in last 5 yearsClass C Properties:Cashflow vs Appreciation: Typically, high cashflow and at the lower end of relative rent & value appreciation.

For example, purchase a 12 unit then a 20 unit, ect.

Typically a trust is a vehicle to shield assets.

Typically the terms on these loans are 3-5 years and require at least 50% down