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Re:Raspberry Pi 4 by kup0 on Monday June 24, 2019 @04:36PM (#20268184)
A great option I've found is to use the DietPi distribution that has Pi-hole configuration/install wizard built in (https://dietpi.com)

After having various weird network issues and instability on a different OS with Pi-hole (updates often broke), I switched to DietPi, and now my PiHole and OS upgrades are extremely stable.

The DietPi installer/configuration for Pi-hole sets up all the networking for you in the install "wizard", took all the weird networking headaches out for me

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