For example if you are going to purchased something like (some) pest control companies or an alarm monitoring company where the income is contractual and reoccurring you will generally pay a higher multiple, say 5 times NOI. 

As soon as there’s a computer controlling it, it’s going to be expensive to fix.

If you started 5 months ago... actually this is a good point.ANYONE and everyone that have been following me for a while listen to this.If you had started 5 months ago with what I have been preaching you would very likely be on page one of Google right now (IF you did it correctly).So you can either listen to the nay sayers or you can do as I say and take control of SEO and dominate your friggin market!

Not only would you have more control, but one vacancy isn't 100% of your income gone.6.

I'm not a fan of condos in general because of (in non-vacation type areas) appreciation is lower and you lose a lot of control to an HOA.

Personally I prefer to supply it because then I control how it gets installed, if they come with their own, they will need to store them mine stay in place.Regarding @Jason Hirko meat situation, landlord is not responsible for the tenants personal property ie. meat, that's what renters insurance is for.

The bread-and-butter 2-6 unit multifamilies are still NOT appealing to the people you're envisioning in the areas you mentioned.The Elm to Maple corridor tends to brighten up a bit as you move north from Bridge Street--say, from Prospect Street north.If you live in the building you have a degree of control over who you're renting to, so that can insulate you from some problems you might encounter as an absentee landlord.  

Google is the 800 lbs gorilla that controls your websites lead gen destiny.  

There are automatic timers/controllers that have the fan run every 15 minutes.

This should be required reading for all high school students, imo.Total Money Makeover (Dave Ramsey) - how to get your finances under control, if they aren't alreadyAll Your Worth & Two-Income Trap (Elizabeth Warren) - the intersections of personal finance and government policy - good things to understand if you're a tax-paying US citizen.Your Money or Your Life (Vicki Roberts, Joseph R.