I have not pulled the trigger yet on a second property due to risk averseness, lack of capital and analysis paralysis.

I think this is the gift and the curse of a still emerging asset class (short term rentals) - as it becomes more "institutional" i.e. more like commercial real estate with more sophisticated buyers then financials and systems for this will likely become more streamlined and stable, but we are still in a place where the buyer pools are more newish investors or typically residential basic investors, so not has experienced or sophisticated evaluating investments based on a detailed financial analysis like more seasoned commercial investors likely would.anyways, just a guess on what might be going on here

If there's a hole, it may be a red flag.b) sensitivity analysis: I examine all the assumptions, and make sure I can live with the worst case scenarios.c) "Stall and see": if they are getting money over multiple years, and there is no penalty for investing later, I would usually wait so I get some real performance data, versus having to look at theoretical pro forma information.d) Recession stress test: I will not invest in anything, until I subject it to recession level stress and see if I can live with the result.

We have seen a few properties that are within our budget, but would obviously do some more thorough analysis on the properties before pulling the trigger.On the other hand, we have been more interested in STR's since we planned to start investing in real estate.

I am educating myself as much as possible but I tend to be an analysis paralysis type of person so I want to make sure I dive in to the action as well.

Over the years, I have 1) invested heavily in education (underwriting, financing, market analysis, asset management, identifying macro/micro trends per market, etc), and 2) developed strong relationships with a network of accredited investors who are interested in diversifying and jumping into the multifamily space.

I’ve been listening to podcasts and am currently reading The House Hacking Strategy by Craig Curelop, which has been really informative.One area I’m struggling with is deal analysis.

You’re neck deep in Paralysis of Analysis, a virus more debilitating than the Spanish flu, Bubonic Plague, and the latest virus du jour, Covid.I’m no different than you. . .well, I’m Italian, so I’m a better cook and I have three Uncle Tony’s who collect my rents.

My parents are in a stage of life where they have very few expenses and quite a lot of cash flow, so they give upwards of 25-35% of their income + give of their time by working with a variety of ministries.

Make use of tools like PropStream or Zillow’s market analysis feature to assess property values and rental potential.PS: Did you know that Indiana has one of the lowest property tax rates in the country, making it a relatively cash-flow-friendly market for new investors?