We keep a very accurate spreadsheet of STR eligible properties from Brookings through Astoria to help us and our investor clients navigate and focus their search on listings that are both eligible for a permit and forecast lucratively as a AirBnB rental (our current list hosts roughly 100+ on and off market STR's for sale.)Due to the very limited housing inventory, properties that meet client(s) search criteria and budget can boil down to a handful of active listings along the entire coast.

The property cash flowed well and covered our expenses in 2021 and 2022 with short-term rentals and about 80-85% business use, but it did not rent as well in 2023 (oversaturated rental market, change in travel restrictions, weather etc...) and dropped to about 65% business use and a negative cash flow of about $15K.

If one location goes bad, flooded with poor drainage, fire outbreak, riots, weather related destruction etc, the other property is protected. 

However, this is pretty much doing a BRRRR now which I've never done, don't have the time and is capital intensive (plus, I'm out of town) which doesn't seem too appealing.While I could just weather out the cashflow and bank on the appreciation over time, I feel my return on equity is poor, and that equity can be put elsewhere to be more productive.

Only way I think you could get the info would be to see if you can forecast the work needed to be done based on the inspection and work out the total cost to the HOA. 

Based on the provided real estate data for San Jose, CA 95111, there appears to be a seasonal pattern in home sales activity and prices:Peak Season (Spring/Summer)The data shows a higher number of home sales occurring in the spring and summer months, particularly from March through August.Home prices also tend to be higher during this peak selling season, likely due to increased buyer demand.Off-Peak Season (Fall/Winter)There are noticeably fewer home sales recorded in the fall and winter months, from around September through February.Home prices also tend to be somewhat lower during this off-peak period compared to the spring/summer months.This seasonal pattern is quite common in real estate markets, driven by factors such as:Warmer weather and longer days make it more convenient for buyers to go house hunting in spring/summer.Many families prefer to move during the summer when children are out of school.The spring market is fueled by annual bonuses/tax refunds providing down payment funds.Sellers often list their homes in spring to take advantage of the higher buyer demand.However, it's important to note that this is just a general observed trend.

I am not saying it cannot be successful, I'm saying you're not the only one's these agents are pushing on.I'd target true destination spots, without a hotel presence, and be ready to weather the storm with the volatility of STR.

I have still of a ton of investments that will ride the course, but that's because I can weather those storms.

During these months, people are less likely to move due to the holidays, colder weather, and the school year.

If you survey the landscape of coaching program graduates, a consistent theme emerges: those that "make it" tend to have the drive, curiosity, passion, grit, relience and focus to weather the journey...