As I age, I become increasingly cautious about my privacy. The slope the world is sliding on is also a big, unfortunate incentive. I have been eying Pi-hole for some time: in this post, I want to explain what it does, how to install it on a Raspberry Pi, and how to integrate it with Tailscale.   My take on privacy   Privacy, or more specifically digital privacy, is the ability to protect oneself from the constant data collection by legitimate companies and malicious actors alike when online.

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A Java geek

A walkthrough on setting up Pi-hole as a DNS sinkhole on a Raspberry Pi and integrating it with Tailscale for network-wide ad and tracker blocking across all devices. The guide covers Pi-hole installation, adding extra blocklists (fake news, gambling, porn), configuring Tailscale's DNS to route through Pi-hole instead of the router, and a bonus integration with Home Assistant via HACS.

Pi-hole behind Tailscale