So let's assume you have significant enough equity in a property to pool together a reasonable amount of starting capital.  

Views, indoor pools, game rooms and proximity to attractions.

This has a cost but nothing close to what you’d have to pay investors in a pool, which is something else you mentioned.

I like being an option to a wider pool of guests.

My belief is that arcade, pool tables, etc. would provide a different experience and might be more likely to rope in the whole family.I initially wanted to bring over my modded PS2 with a bunch of games, but I've heard horror stories about doing that. 

They seem to be electronic brokers that will shop for insurance in a pool of carriers.

If one or more units are vacant, the remaining units often don’t provide enough cash flow to cover expenses, making it harder to meet operating costs.Maintenance costs: A fourplex comes with four times the appliances, plumbing, HVAC systems, and other components to maintain, leading to significantly higher repair and maintenance expenses than single-family homes.If you want to see the detailed calculation, read this BP blog - More Units Doesn’t Mean More Money—Why a Single-Family Home Can Beat a Fourplex.Resale value: Multi-family properties have a limited buyer pool—mainly investors—who base their offers on CAP rates.

House hack if you can, pool funds for a local investment if you can't (get an agreed exit plan in place first).Remember, you may not even like being a landlord.

Or you actually jumped straight in a pool of experience wholesalers? 

@Preston Dean I personally like to make sure I have a set amount of reserves for each property to cover things, so if you have a pool of funds sitting aside personally I would just earmark a certain amount that you don't touch except for that property (or an emergency).