How far away for first rental property

[Garrett Davis]

I am currently looking to purchase my first of hopefully many rental properties. The market in the town I live in is not good for buy and hold at this time so I am looking at surrounding areas. 

I am finding property that would meet the 1.5-2.0 rule 45-60 minutes away. I am also only 2-2.5 hours away from Milwaukee and it looks more appealing to me for cost of entry vs cashflow. I am just unsure about managing the property from that kind of distance. Realistically how far away is to far for first time landlords?