Current individual stock portfolio (non-retirement accounts) with holdings that might be volatile in the next few years (big tech & big oil). $51k is about 17% of the portfolio and gains on the stock holdings are already 100-200% (long-term).

My goal is to diversify with an investment that generates steady cash flow, even if it requires a larger upfront investment and lower overall returns. 

Both generate passive income streams without you having to clock in at a 9-to-5.🏗️ Building Equity While Others PayWhen your tenant pays rent, they're helping you pay down your mortgage - building your equity.

You would need to comp them out (I use AirDNA premium) and underwrite each individually.

My overall goal is to generate monthly cash flow, and my current property might be a better rental option since it has equity.I’m also considering starting a business and purchasing the next property in the business’s name.

CRE for an individual to me seems very bland.

We have had much greater success renting a whole unit out that renting our individual rooms, though it has been nice to have some flexibilty to accomodate travelers who are coming as singlets and doublets.

Yes, they are actually selling individual units as well

(End)Unfortunately, HOAs are often ran by individuals who are not the most knowledgeable on regulations, accounting practices, and more - and property managers do not want to intervene for fear of losing the contract. 

Same property listed water bill paid by landlord so how much does it cost to put individual meters for each property so cost can be moved to tenants?