Your dedication to optimizing your assets is commendable, and it's essential to explore options that align with your goals.Each of the options you've outlined presents opportunities to leverage your resources effectively.

Optimize your efficiency and focus on high-value activities.

We have a building that is about 5000 sq ft (4000 first floor, 1000 second floor), we are trying to figure out the most optimal thing to do with it.

My strategy would be to protect the money optimally from the government and from other potential filters and to optimize my time to do what I enjoy doing instead of worrying about real estate ventures. 

Now you can educate more / optimize. 

That information paired with a goal or some factor you are optimizing for, will usually lead to an informed decision for your situation. 

I’d be interested to hear how people optimize their portfolio after achieving their desired scale.

Vertical does optimize roads and driveways better than drive up. 

It’s hard to “optimize” a policy for a child, but the cost of insurance is so cheap, it makes a ton of sense.

Price optimized comps usually have occupancy around 70+% depending on the market.Projecting revenue is a bit mindbending, especially after 2020/21 when consumer behavior was very abnormal, but don’t let that scare you away from making a great investment - underwrite conservatively and you should do great!