Setup a Fleet file for Handicap Scoring. Create or Open and existing Fleet file in RacelogWeb.
Update Handicap Setting for Fleet
On the Fleet page you can set the Fleet to use Handicap scoring or unset the Handicap settings. When set, this Fleet will now be able to capture Finish Times for scoring. Set or unset "use handicap" and "handicap type", then click Save Fleet

Sailor Settings
Enter "handicap type" and "handicap value" for each Sailor.
Enter the handicap Type and handicap Value in the detail screen for each sailor using the sailor detail dropdown icon --

When you save the Racer settings the data is also saved in the "Sailors" section which is available for re-use when this sailor is added to another Fleet. This is an existing RacelogWeb feature for any type of sailor data.