However, exploring out of state markets could offer stronger cash flow upfront, so it’s worth evaluating both paths.A piece of advice would be to focus on building your core 4  team: agent, lender, contractor, and property manager.

That said it is possible that you need to evaluate your stays and decide if it is worth taking shorter stays or sticking to some longer stays to reduce your time commitment and maximize the revenue for time invested.

@Jon Martin  I agree and in short term its just not worth what you will get in reviews for something like this. 

Unlike real estate sales, rents are not public knowledge and do not have to be recorded, and they do not have to be accurate. 

It might also be worth exploring creative financing to leverage that quarter million into even bigger opportunities. 

Would you reach out to unmatched leads if their budget is slightly lower, or do you think it's not worth the time?  

There are also deals that can be find on jud.ct.gov for foreclosure auctions but those rarely work out because the people usually owe more than the property is worth or they get cancelled and postponed frequently. 

I've considered a property management company, but the cost just doesn't seem worth it although it would be convenient.

Here is an episode we recently recorded with Miller. 

It might be worth taking a look to see if they’re a good fit for you.