If you are going to light something up, better a smooth Cubano (alongside a snifter of cognac) than a cheap-*** house.      

Multiple offers and multiple low offers are two different things...I don't mind getting in a couple of offers simultaneously for a buyer and I usually let the other agents know so they can be aware, alongside a short expiration. 

The only hiccup I've uncovered so far is a reverse mortgage on the property, which is well below the accepted offer.

That was stressful (had some hiccups that almost blew up both deals, but we got it worked out). 

So selling SF and buying MF is perfectly fine.Where you might have a hiccup is in your description of your current property as a flip. 

Measuring household formation and permits are interesting but that data becomes far more powerful alongside other metrics such as housing inventory as @Aaron Gordy mentioned.  

Ask a lot of questions during the estimating phase to ensure you've both thought of the potential hiccups.

Tenants have been cooperative and we haven't had any hiccups since the sewer line (fingers crossed)Another big lesson learned from the property has been that small mistakes can be way more costly on SFH because there isn't more cash flow to split the costs and all SFH are on there own systems.

I mostly chose the career path of CS in order grow capital for my real estate investing faster, and I'm very happy with that decision.I think tech is an amazing field to work in alongside real estate investing; find a company that respects your life outside of work, and remote or hybrid work helps with cutting out commute time!

So as you can see we are having a huge supply problem for new homes along side the cost sky rocketing and that would be here regardless of STRs.