Growing up in CAN I already had a head start in the rules, markets, etc, so the learning curve wasn't as long.

Hello,A good rule of thumb in NC I tell my sellers about: if we get lots of showings in the first 2-4 weeks, but no offers, the price is too high by a good bit (15-25% estimated).If we get showings, and one low ball offer, the price is a little too high (5-10% too high).The longer a property sits on the market, the more likely you'll end up accepting a lower price ...better to go ahead and do a price reduction now and sell it faster, than letting it sit and eventually the market will do the price cut for you. 

From working at a lending institution in a previous life I learned alot about locating vehicles and determining if the vehicle is the correct vehicle.

Lower wealth people costs more for both vehicles and fuel.

In declining his offer I would go ahead and set the expectation that you are granting him a promotional rent for this lease period only  and he should expect a rent increase at lease renewal.

Come June 26, 2024, I'll be making a move to your vibrant city, and I'm already thrilled to join the local real estate scene.With 10 months ahead of the move, I'm eager to connect with like-minded individuals, understand the neighborhoods, and explore potential investment opportunities.

STR's are the most management intensive way to produce cash flow on a property and Tokyo is 9 hours ahead. 

The architect will have a structural engineer they usually use, you can go ahead and use that person or someone else.After that is done, have your architect draft a bid form/template. 

Once you finish the rehab and get a tenant in place, you can go ahead and refinance it again with a DSCR loan if the cash-out amount makes sense

In theory you should come out ahead in the long run if you use it wisely.