Scheduling Trips

Hi!

Bought 14-day JR Passes for 4 for our July-August 2023 Japan travel. Our itinerary includes trips between Tokyo-Osaka-Hokkaido. I would like to seek help in making an ideal itinerary to maximize the use of our JR Pass.

What is the earliest and last trip from Tokyo to Osaka? from Tokyo to Hokkaido?

Also, please inform me of the duration of the trip on those itineraries.

Thank you!