I bought the TSW digital deluxe edition when it came out on Xbox One, and now its updated to TSW 2020 but i dont have the new route? Am i going to have to pay for that seperately or pay another £39.99 to get the TSW2020 digital deluxe edition?
It’s a new deluxe edition for 2020, so yes. But the new route is available separately for $30/€30/£25 if you don’t want to buy the deluxe edition again at full price.
All the "deluxe edition" is is another bundle, so you don't HAVE to buy the new bundle you can get the DLC separately
If you buy the 2020 Deluxe Edition you can get the bundled routes at a much better price compared to buying them separately. Of course there is some overlap (GWE is in both, for example) but it's still a much better price. I thankfully never purchased LIRR, MSB, NTP and the new California route so I got 4 new routes for the prices of less than 2. Of course, the more routes you have purchased separately in the past the less attractive the bundle is.
I've got everything thing except lirr, cali route and west Somerset so I'll be buying the digital deluxe because its lirr and peninsula corridor are in it and it would be cheaper to buy the bundle. If im right a new route should come out around December or January
Learning from this year's bundle it seems likely this will be the business model going forward. I was also lucky not to buy any of the prior routes so I got a very good value from upgrading to 2020. I'll probably hold on until next year then get another bundle for much better value.