Purchased my first investment home - What should my next move be?

[Ryan Chandrapaul]

I recently purchased a condo in San Diego, CA (92104) the home values here are continuously raising above average. I got the condo for $375,000 on 5/24/2018 and want to start aligning myself to make another real estate investment, given the current home values this would probably take a few years but I want to start educating myself now. The condo is 2 bed/1.5 Bath and can be converted to 2 bed/2 bath for $10k. Comps for 2 bed/2 bath are $400k-$415K right now. I'm renting 1 room out for $950/month, condo is currently cash flow negative by ~$400/month but I don't mind because a stipulation to my loan (VA Loan) was that I needed to live in it for one year, I'm currently paying $1650 to cover the rest but a 1 bedroom rental in this zip would be upwards of $1,800 + utilities) Currently working 3 jobs and running a small online business to save as much as possible to make my next move.

Here are my current options (beware, some of these may not make sense – this is my first time so I don’t know the difference between smart/stupid moves yet):

A) Get property appraised and get a HELOC to use as a down payment for a property with FHA loan (2-4 Unit)

B) Hope home value increases and sell when the equity >= a down payment on a 2-4 unit

C) Remodel property and sell when the equity >= a down payment on a 2-4 unit

D) Remodel property, Get property appraised and get a HELOC to use as a down payment for a property with FHA loan (2-4 Unit)

E) Save money and wait until market rent >= cashflow, use HELOC/saved money as down payment for 2-4 unit

I’m thinking option E is the wisest move but I want some other opinions to see if there's a faster way – any insight is helpful since I’m just learning. Also if you see any other potential options for my situation I would love to know. Thanks for your time!