A reliable property manager and CPA are worth their weight in gold, especially when you’re managing remotely.If you’d like to chat more about what’s worked for my clients or have questions about specific markets, I’m always happy to share insights.

The Property Manager usually does light cleaning and repairs between tenants.Recommendations or another way to think about this? 

I am only an aspiring investor, but I am a local resident of Niagara Falls, NY and I am hoping I can shed some light on your question about the winters:) I have worked in the tourism industry in the past, my husband still works in tourism.

I don’t know how deep you’re in stock investing but just weight it out more 

To deter the break-ins you need to have window coverings on all the windows, a light on and not advertise that the unit is vacant.

I may have to Teak my strategy in light of the excellent advice you provide here, Henry.  

Seems like there are a lot of individuals in this boat  -  especially in my sons line of work  - which is lighting and tech for special events and music tours.

I’ve had to widen my search radius to smaller suburbs or target properties needing light cosmetic work to make the numbers work.Value-add opportunities: Adding amenities tenants love, like finished basements or upgraded kitchens, seems to justify rent premiums in this market.Navigating the competition:Be creative with financing: Seller financing or partnering with other investors has been helpful to secure deals when conventional offers didn’t cut it.Work with local agents and wholesalers: They often have their finger on the pulse of off-market opportunities, which is critical in a hot market.For those new to suburban Chicago investing, I’d say the key is finding the “sweet spot” neighborhoods—ones on the rise but not yet maxed out in price.

I definitely understand everyone else's practical advice regarding "lifestyle investments" but also think there is something to be said about following what lights a fire for you! 

Sadly the underwriting seems to have been an oversight in the areas you had mentioned, of course sponsors will always cast the brightest light on every situation but we and they must remember we aren't paying for their education but expect the experts to lead the investors thru experience and wisdom.