For Historical Anchoring specifically, rather than only having the option to use time based rules applied to "Within/After X days" of TODAY, allow time based rules to be applied to "Within/After X days" of BOOKED ON date (plus 1 year).

Ex: 12/20/25 and 12/21/24 was booked at $100 and $150 on 11/20/24.

Within 90 days from TODAY | Historical anchoring 105% = (Within Today + 90, set Historical anchoring to 105%)

OR

Within 90 days from BOOKED ON date | Historical anchoring 105% = (11/20/24-90 days+1 year= on 8/22/25, set Historical anchoring to 105%)

DoW should probably be taken into account either by default or with a toggle.