[Horus68]

Using an working example, not able to get all that you want but this the best I can do:

Title: The Working Title: in Progress
Authors: John Doe Livingstone & Jane Doe Bernadette
Series: My series title with several words
Series Number: 1.00
Date: 2019


Using the tweek:

author_sort_copy_method = u'invert'
save_template_title_series_sorting = u'strictly_alphabetic'

Save to disk template

{author_sort:'list_re_group($, ' & ', '.', '(.*?)(,|$)(.*)', '[[$:uppercase()]]')'}{pubdate:| (|)} {series:.20s| |}{series_index:0>2s| [|]} {title:.70:re(:,--)||}

Outputs:
LIVINGSTONE, John Doe & BERNADETTE, Jane Doe (2019) My series title with [01] The Working Title-- in Progress.epub

Notes:
using: author_sort:.20 in the file name as in

{author_sort:.20:'list_re_group($, ' & ', '.', '(.*?)(,|$)(.*)', '[[$:uppercase()]]')'}{pubdate:| (|)} {series:.20s| |}{series_index:0>2s| [|]} {title:.70:re(:,--)||}

to limit max length being 20 left characters applies to the complete output value (all authors listed) so the second author will be cut off most of the times. Maybe you should left .20 out