How to Route Corporate SOCKS5 Traffic Transparently on iOS via Tailscale and sing-box

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iOS devices lack per-app proxy configuration and most apps ignore system proxy settings, making corporate SOCKS5-only internal services inaccessible on mobile. A developer has documented a workaround using a Tailscale App Connector combined with sing-box, a TUN-based network tool, to transparently forward traffic through a corporate SOCKS5 proxy. In the setup, Tailscale routes nominated destination addresses to a connector node, where policy routing pushes that traffic into a TUN interface managed by sing-box. sing-box then forwards all incoming TUN traffic to the SOCKS5 proxy without requiring per-destination rules, using a single config file to manage target routes. The solution requires no PAC file or manual proxy settings on client devices, though the author notes that misconfigured or missing route entries can cause traffic to silently fall back to unintended paths.

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