Now i know you've said more than just Sunday dinners etc. But to give you some kind of relevant experience...
I was one of the few people who successfully started and ran a Sunday Dinner delivery business. This was around 9 years ago, before Toby Carvery started doing deliveries, in fact nobody was doing it. There were odd news articles of people trying it and disappearing, but we managed to make it work for several years and were delivering 120-130 hot, freshly made meals every Sunday. The business as a standalone part-time Sunday thing worked and made an income, it eventually failed because we tried merging it into something else (that's a whole other long story!).
We tried to look into how we could expand this into a 6 or 7 day a week thing. The issue we had was that the appetite just wasn't there for "ordering in" that kind of home cooked food during the week. There aren't many people wanting a Sunday dinner on a Tuesday! We looked into similar ideas to yours, could we do different "traditional" meals on different nights of the week, or could we do a different menu each week etc. We trialled it a couple of times and it was a complete waste of time. If people were on their own then they didn't want to spend minimum £10 or £12 for delivery, which was what we needed to make it worthwhile. But if feeding a family it wasn't economical to regularly spend £25-£30 buying a meal for all the family on a Monday night. Come Friday and Saturday, that's peoples "cheat night" or "takeaway after the pub" and so they will spend that £25-£30 but on pizza and kebabs!
As said above typically if I'm ordering in or going to a food van (which as a single and overweight bloke, I do more often than I should!) it's because I want something that I can't make myself or that's exciting or different. I absolutely love sausage & mash - but would I go out of my way to go and buy it from a van? Probably not, to be honest.
I know my experience is slightly different from your proposition, but thought it might have some relevance. Trying to get people to have takeaway "traditional" food was a tough ask, at least in our experience.