You mentioned not paying all cash for the house.

The more you pay attention in class, the more you will learn about real estate.

The water heater blows up a week after closing guess who pays?

You're not giving us enough info to help here.What did you pay for the home?

LTR is passive income, you put a good tenants in, as long as your property is in good shape, you won't hear from the tenants until they pay rent or lease renewal or the occasional maintenance request. 

We would otherwise be paying ~$20k/unit per year in cleaning fees. - Downtown location, near restaurants and a 3 min walk to train station- Only 2 off street parking spots, street is permit parking only but there is free parking down the street- Units have just been completely renovated- The city does not have any ordinances against short term rentalsThe biggest hurdles for me are: we're about to go into a slump/down season; potential parking issues; and if one of the other units were rented long term - dealing with the hassles related to that.

My downstairs tenant pays most of my mortgage while I live basically rent free.

Time would be the biggest variable.Assuming the same repeatable services will have to be provided for STR & MTR, that are not provided for LTR, the costs may not be that different.Taking care of lawns, monitoring & paying utilities, taking calls, etc.Some services will be the same, but vary in frequency: cleanings, resupplying amenities, responding to inquiries, bookings, granting access, etc.

.* [Soon] Buy a condo with that cash, live on it, and pay the loan interest (as if it was my rent), basically making this an interest-only loan, where I can pay the premium whenever I want, deducting the "rent" as I go. * [6-24 months] Whenever I find a job and qualify for a FHA multifamily, get that property (with break-even cashflow most likely), and rent the condo at a cashflow loss for a couple years until rent increases (due to high-interest on underlying debt)* [Almost immediately afterwards] At this point, do a cash-out refinance on the condo to pay back the SBLOC (unsure if this is possible immediately after getting the multifamily loan), and secure a lower rate for the condo itself.I know this strategy sounds like loser, as it bleeds money all around, but my hypothesis is:* Underlying assets should grow more than 8.15% in a given year, and I would not pay short/long-term taxes on stock.

I have been doing my fair share of readings but i have a lot of questions that pop up and wonder who i can reach out to More info on my financial status if anyone is willing to give recommendations:10k in roth ira3k in high yield savings (paused to pay off debt)6500 in student debt200 ish in credit card debtestimated 4.5 months to pay off. 2 current part times (only been at each a year)expect to go full time on 65k salary working at brick and mortar bank and use college transcript as 1 year and pay stubs as other forms of evidence of a jobfather will be able to aid 20k as gift and if need be added as a cosigner for better approval rates.my goal is to save 50k, debt free and look for houses, however, could this be done sooner with other thank you for any and all advice !