Depending on your state there is a contracts online.

A few read here, but face to face REIAs are where we find the most value.FWIW I've bought about 12 deals off auction.com on-line auctions. 

@Anthony Gallego I'm licensed in both states, though there is no reciprocity between the states, you can take the NY license course online which makes the process a bit easier.

Can anyone recommend a reputable insurance company for an owner-occupied triplex? 

You can probably find this online.

Does anyone have any strategies on how to find reputable people that are going to do what they say they are going to do when they say they're going to do it? 

It is at a cost of $40.For Tenant, if they are interested in signing a lease: 1.Fill out preliminary application.2.Verify application for 3 times monthly rent income, pay stubs, no felony, no evictions, at least 1 year on job.3.Query all adult names in state Courts Online system.4.Query Facebook.5.Query County Assessor page for properties in their name (foreclosure?)

Plus the online system they use always alerts you of work orders that have been submitted, so you’re always in the loop.

There may be and IRS exemption for extenuating circumstances but you should check with a reputable experienced CPA.

They will provide an on-line link and a paper application.