Just to double-check, this is what you're doing, right?
(NB: I had some nice graphics, but I can't upload them for some reason.)
Setting TOC page numbering to roman numerals:
- Right-click on the TOC file inside the book file
- Left-click Numbering from the pop-up
- On the Page tab, select First Page and set the First Page to 1
- Select Format to roman
- Save
Setting page numbering for first chapter to start on page 1 using arabic numerals.
- Right-click on the first document file inside the book file
- Left-click Numbering from the pop-up
- On the Page tab, select First Page and set the First Page to 1
- Select Format to Numeric
- Save
Setting page numbering for remaining chapters to continue from the first chapter and use arabic numerals.
- Highlight the remaining document files inside the book file
- Right-click on one of the selected files in the book file
- Left-click Numbering from the pop-up
- On the Page tab, select Continue Numbering from Previous Page in Book
- Select Format to Numeric
- Save
Save the book file so that the numbering changes are saved.
Regenerate (just in case)
Check the page numbers in each file and see if they're what you're looking for.