Once that's set, it's really not a super difficult thing to run--the biggest deal for most people is needing to be married to your phone in a way that other RE investments don't require, because you always have to be able to answer inquiries and accept bookings, and if you're not fast enough, people will often move on to other listings.You can definitely self-manage properties remotely, but it is necessary to have some kind of boots-on-the-ground help, whether for maintenance or even just helping guests with occasional issues that pop up (confusion about TV cable box remotes, etc.).

If so, I'll gladly accept recommendations.Thanks!

You also cannot refuse to rent to someone solely because they are a Section 8 voucher holder.Screening tenants: While you must accept Section 8 vouchers, you can still screen tenants based on other criteria such as credit history, criminal background, and rental history.

Yes direct bookings do have a big impact on amount of stays you get on both Airbnb and VRBO, it can be unnerving making the change but personally I would not want to sit around and wait on perhaps my only day off for someone to click accept, so it makes sense!

Some are facing age/health related mandated retirement, then the decision to take social security early, then accepting the need to find a PT JOB all while commiserating the current balance of their 401(k)'s/IRA's that they left to the 'expertise' of their company's investment officers/advisors.

I know people say not to accept tenants if they have no active income, but this is a medium-term tenant who would stay 3 months and they can pay the entire 3 months upfront.

they weren't a mainstream product 20 years ago, and now they are. 

Of course the seller knows the risks and obviously should consult someone else prior to accepting an offer. 

Negative cash flow may be acceptable for some investors in the short term, while others may prefer positive cash flow properties.Exit Strategy: Have a clear exit strategy.

Accountants are in such demand, that the best are not even accepting clients half the time.The other problem I see often with accountants on here is that they specialize in larger investors, and have really high prices when you as a smaller investor do not need all the bells and whistles.Another thing I see is folks thinking they need to have a tax professional in their state.