I've been thinking for a while in working for myself and increasing wealth instead of just money.

I don't have any real estate experience but I do have a decade of management, customer service and sales experience.

I imagine that the length increases by some amount, but I doubt it would be a full year since many tenants feel fine riding out a month-to-month lease until they decide to leave.Do the downsides (forfeit of owner ability to increase rents after the year and potential to get stuck with a trouble tenant constantly calling for minor repairs) compensate for whatever this additional length of stay is?

Besides debt service will your expenses increase against the new gross income?

I am thinking of buying 4-10 units building using buy and hold strategy to increase my current cash flow on monthly basis .I have invested both in bay area and TX market.

Areas prone to drought and wildfire probably have increased dwelling premiums also.That being said, if this is normal in those areas, the rent should probably cover those expenses without too much trouble.  

Less headache and liability.HOA fees tend to keep increasing over the years so need to consider that.

Unlike most organizations, I believe in keeping the historic look of the neighborhood, and revitalizing the homes, while allowing them to keep their rustic charm.According to the article the amount of sold listings has more than doubled since 2015 and home prices have increased from $113,000 to $143,000 in the last six monthsAlthough the neighborhood may not be quick returns, there is definitely long term potential in the Barrio Hollywood Neighborhood and we look forward to further investments in this community.  

If you increased the down payment, would the seller be ok with it as previously agreed?

As you go there, on normal days, they will not sell you direct carpet and pad only, they know if customers know the real price of carpet, they will just buy the carpet without installation.