BUT...the knowledge I gained was PRICELESS!

For a smaller complex not financed through agency debt, you have more freedom to fund upgrades organically through cash flow; i.e, pay as you go.  

California has a lot of special rules that you probably want to look into a CPA who is based in California or at least very familiar with CA tax laws.After 4/17 you can try reaching out to @Logan Allec who is very knowledgeable about real estate and a regular contributor on Bigger Pockets.

I am trying to soak up knowledge and Your critical comments are annoying.

I will definitely keep speaking and connecting with experienced wholesalers to get myself more knowledgeable.

I've been searching mainly on apps like Zillow and trulia but find it difficult because of my lack of knowledge about the area.

I realize that what I am asking may be stupid or common knowledge, I just could not find anything trying my search words.  

As far as I know Susan is by the Big Bear Elementary School and Tracy won't be an option.I got quotes from all brokers I was referred by local professionals and contacted other local brokers I was able to find online, but looks like Big Bear companies want a good cut or have no providers to write in the area.Also still shopping, but what works for me is when searching "vacation rental insurance", in the results companies like CBIZ provide great and better coverage for less money compare to local brokers.Need to call around because looks like it could be different for every house located in different areas of the valley, meaning what works for Jared may not work for Susan because they are far apart from each other.If any other short-term rental insurance agencies see the message and feel like they can provide us all with a reasonable policy, please join the conversation, would be glad to see you in here))

He's very knowledgable on the local market there. 

I've been to my local one only about 2 or 3 times so far but it is amazing the knowledge and impact it can have.