Our initial plan was to hold it as a MTR (medium term rental) but decided to flip instead in order to fund the purchase of our new primary residence.

My question is on the timing of purchasing new properties (SFH) intended for student housing near a medium-large university (enrollment 28,000).

I am working on a product that will help small-medium size landlords launch and maintain Internet presence at a small monthly cost without spending big budget on custom development.It will include: SEO, custom domain, direct syncing with your property management software, syncing with QB. 

I’m leaning towards long term rentals, mainly single family but open to possibly medium term or multi family.  

I recently started looking at LoopNet which seems like a great resource for Low to medium MFH and apartment buildings, have you used it before?

First you put people on the phone, so that is an intimate situation, second you lead off telling them that they are basically guaranteed to make $500k and will do so for as long as it takes until they get there, then later say it costs $15-40k .. they even say once you make the $500k you'll get the $15k-40k back.What is most disappointing about this is as I did my diligence after the call I found a youtube video of a lady who is NOT a high/medium income individual give her review of the program and she had nothing bad to say about it, she just said she was unsuccessful because she didn't put in enough effort because she had too many life situations going on.

Hey @Scott Meech - Check out your competition with furnished finder that is where a lot of Medium Turn rentals list their properties.I have a MTR in Chicago that has been decently successful...whatever I have found throughout my entire life and investing career is it is never one property/deal that is a grand slam...Rather, the grand slam is done by hitting many singles and using systems and processes to scale your operation; the combination of scaling and experience in a niche of real estate allows you to hit unlimited grand slams because, unlike baseball, real estate is NOT a zero-sum game.

Outside of my friend group I found that most people looking to rent a room in a house with strangers were medium-term type renters so there is a lot of what we call "churn" or turnover and vacancy loss.

Strategies I'm interested in are flippling, house hacking, rentals, medium term rentals, and maybe others.

Quote from @Daniel Kulik: Hey everyone, I'm developing an automated property management software specifically designed for small to medium-sized landlords.