Here is how the Roth conversion works: you can convert anytime between January 1st and December 31, and you will receive a 1099R from your IRA custodian or 401k plan administrator before January 31st of the following year, which will be included in your tax return filing and that is when the taxes will be paid: at the time you file your tax return. 

If you're not open to that, I would hold on to the place long-term or sell the property at land value not including the yurts, hot tubs, etc.

He enjoys the cash flow, has a good tenant screening process, and is OK with the tenant headaches that are going to occur.I would put it higher on the reward side of the profile, but it also is a higher amount of work and harder to scale endeavor.

makes sense. so i actually did a 2-1 buydown FHA, i have a 800 credit score and locked in a 5.875% in today's market which is pretty damn good IMO... so the first year ill be at a 3.875% with about a $2350 monthly payment including prop tax/pmi/morg insurance/home owners insurance. lease is locked in for a year at $1400 a month which makes me only have to pocket roughly $1000. the way i see it, its cheaper than rent or mortgages in today's world!...

Including guys like @John Underwood and @Michael Baum

It will be included in the purchase price 95% of the time.

My professional journey includes stints at Equity Residential, Cushman & Wakefield, and now EquityMultiple, where I help investors navigate the world of real estate syndications.TL;DR: Currently located in NYC, Landlady, licensed real estate agent (MA & NY), property manager, EquityMultiple maven, article-writing enthusiast, and devoted real estate lover.

Positive SolutionsProblem: In my county small multi-family houses are nearly non-existent and short-term rentals and second-cooking-areas are illegal.Solution: House-hack while renting MTR to traveling medical professionalsProblem: I didn’t know the many laws of the countySolution: A hired attorney 1) informed me that the county calls a house-hack a boardinghouse and 2) drafted a very comprehensive agreement that includes answers to your list of questions.Problem: Interpersonal problems can be a risk.

If you screen well you will do really well. 

Our fund includes a portfolio of over 15 companies that form the foundation behind the Notes.