Quote from @Jacorion Williams: As hard as it may be to find and fund an investment property, managing it is far worse.

However, I am unsure on how to go about finding the proper handyman/maintenance guy/management team to help run any out-of-state investments I make.

If you have limited prior experience owning / operating multifamily assets, they'll also require you to use a professional property manager with multifamily experience.

There are short-term rental management companies that can help with that.One that I work with in Michigan covers the entire state and can advise on local short-term rental regulations or regulations that may be on the way, they can give you an analysis of the demand for short-term rentals in that area, nightly rates in that area, monthly occupancy percentage, and projected monthly income.They also let you choose the level of service you would like from them from full service to minimal.To your success!

There's plenty of information on how to find a good market with a quality property manager.

Learned about his children, learned about the 60 units of apartments he owns and how he manages to keep the expenses low.

If you’re feeling uneasy about the potential headaches, you might consider a local property manager who specializes in room rentals or shared housing.

After 30+ years of property management, I'd say get used to it sucks. 

He prioritizes deals with substantial margins, mitigating rate increases, and actively manages rehab costs to maximize profitability by being heavily involved in the process and GCing his own projects.

Hi Karla from Montreal, Canada-You ask an interesting question.Should your first real estate investment be new construction, since you and your partner have construction management experience, or flipping an existing home as you originally thought you would?