I would suggest sharing the property analysis with your advisor to he/she understands the deal and properly add it into your financial plan. 

I would think of this problem differently: I might encourage them to explore ADUs... this would give them an additional stream of income and would likely only require a relatively small chunk of money in their savings (relative to the total cost).If they could partner with someone that has experience building and/or flipping (to qualify for the construction loan), then cash them out with a 30-yr DSCR loan (and use that as the builder's profit), then they could rent the property and enjoy the cash-flow.

Investment Info:Small multi-family (2-4 units) buy & hold investment.

Sure, some CPAs will perform bookkeeping for an additional fee, but handing your CPA a box full of reciepts at the end of the year is not a reasonable expectation.

It strategically aligned with long-term capital gains, resulting in over 18% returns for Limited Partners over a 12-month period.The sale now holds the Bridgeport, CT record for the highest price per unit in a sale at $228,125 per unit.

Unfortunately, Oregon has a 9.9% tax rate on capital gains in addition to the federal tax.

Major work will be done by licensed GCs where we will be "additional insured". 

Investment Info:Townhouse buy & hold investment.

I provided a small rent incentive ($150) toward the purchase of their lawn mower and then later an additional ($100) toward the purchase of a week wacker.

Investment Info:Single-family residence buy & hold investment.