The first one is to just trust the algorithm and let it set your prices; the second way is to have a different base price and settings for the low season.

If your interest only period is only 12 months, but you have tenants that are only renewing for a small increase in rent, or they elect to not renew and you have to get a new tenant in there, the income that property is producing is negatively affected at the same time your monthly loan payment is going higher, creating the perfect storm for a loan to go into default.

Based upon your statement, "Naturally, my heart goes out to this individual" is indicative that you may let emotions trump logic.Forward to your PMC and monitor their actions to start eviction ASAP if tenant is behind.You can also direct your PMC to offer to let tenant out of their lease early IF they cooperate with showings.If they fall behind, you can direct your PMC to offer Cash-for-keys to regain possession faster. 

DSCR loans are based off of down payment, credit score and either actual or market rents so it helps to supercharge an investor's real estate goals and net worth.

There are DSCR based seconds available for investment properties, however the rate and fees are high. 

You can decide to STR or LTR based on the property and the particular pluses and minuses, but I wouldn't let either strategy guide your choice of home, really the other way around, let the home guide your strategy.

Sometimes, a tax appeal might be necessary if the assessment seems off-base.

I'm planning to getting my feet wet with an actual investment, specifically in the LTR space in Philly -- where I'm currently based. 

If the house floor seems to jump, bounce, or wobble when you walk on it, that floor and maybe the walls, were not likely built correctly.Check EXACTLY where the house is located based on the fire zoned maps. 

Don't limit yourself just based on where you are currently living or going to live.