I will provide some thoughts on the San Diego purchase- virtually all high LTV mls purchases since rates started to hike have negative cash flow at purchase- historically great appreciation- historically great rent growth but recently flattening- prop 13 is great benefit for long holds- laws keep getting less LL friendly.

For context - I'm 35, own and live in a condo, unmarried, no kids.My question to this forum - Boston is the third most expensive real estate market in the country behind San Francisco and NY.

Quote from @Jake Andronico: @Alyssa DinsonI grew up north of San Francisco and moved out to Reno, NV to live and invest.

On top of this if at all possible I’d recommend choosing specific neighborhoods to become an expert on as opposed to just thinking “anywhere in the San Antonio market could work”.

My wife and I live in Chicago and vacation in San Diego every year.  

I just completed a 1031 exchange where I sold a home in east county in an hoa to do a 1031 exchange and purchase a multlifamily in South Park of San Diego which has room to add 4 more units.

My fiance has orders to San Diego, and I will be separating and moving with her.

Hey @Chris GarnesI just came across your post, and it immediately reminded me of a project I handled with a colleague in San Diego, Dennis Bragg - https://www.biggerpockets.com/business/page/3607  - You’re sitting on some serious potential with these two properties, and your plan to step back from construction while finishing them makes total sense.For Home 1, with no mortgage and a prime design upgrade underway, you’ve got flexibility that most investors would envy.

Luxury rentals, purchases and short term accommodations will be in high demand from Santa Barbara to San Diego and a drastic uptick in inventory for sale can be anticipated in the areas most effected by the fires. 

That also happens here in San Diego all the time, btw!