"And if AI has similar itineraries now, I see that as a sign the machines are getting smarter! (Oh, dear. That may not be a good thing!)"
"AI" is only as good as the data it had to work on. If it is producing plans that are similar to those provided on this site my guess is the technology is simply regurgitating them not coming up with them themselves. It's technology not magic :-)
Obviously everyone has their preferred styles of travel, there are no rights or wrongs (although day 16 on this route challenges that rule!) But what works in one situation or country might not be optimal in another.
If as you say none of the sights are as important to you as any other and your wife will be excited by what ever you do, this gives you the option to drop some to give you time to spend a bit more time experiencing others. Using days 6 and 7 as an example, do you honestly have an interest in industrial history and/or Shakespeare? I'm not saying these aren't worth visiting but if you are just visiting because its on a list what is the point? You would be better spending the time where you are interested.
It is also worth trying to build a bit of flexibility into your plan particularly to take into account a particular British variable, the weather. There is a reason we talk about it all the time! The weather in October can be lovely, or it can be awful. It can change from hour to hour and any forecast more than about 36 hours out isn't as reliable as you might think. If you choose to stay in one place for a few days you can flex your plan to take this into account, and staying in one place won't limit your options.
For example from a base in the north west you can easily do day trips to Liverpool, Manchester, Chester, North Wales, the Pennines, the Peak District, the coast. A lot of this is very easily done on public transport rather than driving. So if you wake up to a wet day you can focus on a town and leave walking in the countryside to another day. There are other similar examples of places across the county you can use as a base to explore rather than moving on every day.
Finally you need to take into account day light hours in October, Using Manchester as an example on the 1st Oct there is day light for approximately 11.5 hours, by the 31st it is down to 9.5 hours., with sun set at about 1640. If you have plans that involve seeing outdoor sights towards the end of the day, also if you are not comfortable driving new routes in the dark, you will need to take this into account.