I have traded maximizing cash flow for ease of management. 

Get out of your comfort zone.

Hi @Catherine Javier,Your options each have pros and cons, but let’s break them down strategically:Renovate and Shift to MTR/STR: This could maximize cash flow ($2,400+ for MTR) and offset the costs of renovations.

I'm considering converting the shed into a DADU to maximize the use of the space and earn some extra income. 

Here are a few suggestions on how you can maximize the wealth of information available: Check out the blogs and podcasts, or take advantage of the search feature (magnifying glass).

And are actually making a good career educating and assisting investors to maximize the benefit of the 1031 exchange.

I personally manage my rent by the room property and yes there are some headaches, but as you mentioned it's one of the most viable ways to maximize returns in a high-priced market.

Note this is cheapest money around and maximizes COC.  

In this completive market, it seems as though off-market deals is the only place to really find a "comfortable" position to be in (although completely aware that we are all in a risk filled area of investing). 

Face the fear--get yourself in front of more sellers.Little by little, your presentations will become more comfortable, and your success rate will increase.