There might be an obvious answer to this question but, How do I get the TSC Bundle when I already Own TS. Basically I want to save money and buy the bundle but I bought TS a while back (version with Riviera Line in the 50’s).
Pretty easy. Just put TS Classic into your cart and you'll get the new routes. Steam will then tell you that you already own TS, which is correct, so it'll just add the new routes to your installation - the core update is always free of charge.
Train Simulator comes with 3 routes if you don't already own them. https://store.steampowered.com/app/24010/Train_Simulator_Classic/
BTW, you can buy keys for old editions on key reseller sites, and even on Humble Bundle. That gets you those routes (five in the case of 2019 if you consider two route extensions in there), and the 2018 set includes the original North Wales Coastal (2017 includes the original South Wales Coastal) if you want to replace the unbranded trains with branded ones (South) or use Virgin models (North, though you can use WCML South with mods and get the 221 covered as well as the Pendolino). Humble Bundle, the best place to get things bundled that aren't designed to be bundled.