I have a lot to research it would seem.

Screwed up our taxes numerous times and last month our insurance was dropped since they didn't pay it appropriately.  

I’m going to echo what Tim Delaney and Rick Albert said: $8,000 isn’t a lot to work with, no matter where you choose to invest.

Don't pay for a coach that has numerous warning web articles from cities.

When using more than 2 it adds a lot to my processes and have found the difference between these companies is very slim and is based on who you get from those companies, so I have stuck with these two (for now)

Search the BP for ADU appraisals to encounter numerous examples.

Later on, I found out they appeared to be committing fraud and doing illegal stuff.I believe the seller is a plague on the local community, especially since it isn’t an affluent region, lots of the residents live paycheck to paycheck, numerous people complained about being ripped off.

It’s a lot to keep track of, especially when researching multiple markets.Would greatly appreciate any advice/insights from experienced investors who've navigated these challenges :- How do you approach understanding and evaluating short-term rental regulations when considering a new market?

My core investing philosophy is pretty simple, and has done very well across almost two decades and numerous cities:1) Invest in cities with population (and job) growth2) Invest in parts of the city where household income is near the median (or slightly below)3) Invest in properties that provide cash flow from day 1 Thank you for sharing that. 

I can find numerous other similar homes for investors.