Hey Kyle, if you're exploring Section 8, I'd recommend checking out the Columbus market.

I recommend working for someone while you sharpen your skills.

Any recommendations you all have in terms of reading, educational meetings, or anything else you find helpful to get a new investor going would be much appreciated.

No reason to miss out on systematized institutional markets with terrific tax incentives in exchange for other thrills with great ocean views. 

Quote from @Andrew Steffens: I would recommend @Collin H. for PM - He may have other recs for you like agents, etc.Good luck!

Does anyone have a recommended Tucson realtor who specializes in STRs?

I would recommend to look into something more powerful for business/corporate usage.Section C is not my expertise, but I would recommend to follow  the law and have strong security policy such as minimum password requirements and regular changes.To end this on a positive note, Cybersecurity is slowly moving to the forefront of business thinking and it's taken more seriously now than 10, 20 years ago.

Did you work with any real estate professionals (agents, lenders, etc.) that you'd recommend to others?

Under that, it gets very tough.If you plan on retaining/keeping any of the properties you pick up (whether using hard money or otherwise), I strongly recommend you start working with a lender now to see what can be done about your credit.

Is there any project management software you recommend that aligns well with the BRRRR strategy?