Sorry to see that you are not getting any response to this topic. I am a Salopian born and bred, proud of the county I live in, unfortunately I have never walked the Shropshire Way as along distance walk, so not able to help from the perspective of a visitor. I do know the terrain pretty well, at some time or another both as a countryman and as a walker and will follow your progress with interest.
The SW will take you through some lovely countryside and if you believe the marketing blurb, the best the county has to offer. Sadly the SW is the product of the Corruption of the Definitive Map, a route created out of the footpaths that got onto that official document and trying it's best to make a way around without being forced off onto the highway network. It however does not reflect the hospitality of true Salopians, whom, I hope you will meet and help you on your way.
You should look at the Wilderhope Manor Hostel as a place to stay on the Wenlock Edge section, it is a fairly unique experience and perhaps worth sacrificing the fleshpots of Much Wenlock or Craven Arms for. Should your daily distance traveled make this a dilemma.
If anything else comes to mind I'll add it here