Struggling with knowing when to water

Seedlings need very little water and you don't need to be feeding yet. A good tip is to not just water around the stem, but to water around the edges of your pot. A lot of people water around the stem and then you have a very soggy pocket around the roots when the rest of the soil is very dry. The middle stays wet easily and the edges dry fast, but people keep saturating the middle because thats where the stem is, but the roots are already trying to spread in the bag and the dry soil stops them. You want to encourage the roots to fill the pot while letting them have access to air and in fabric pots the outside edge can become hydrophobic very quickly and your 3 gal bag might only have 2 or 1 gal area of useful moist soil. It depends on your environment, but I make sure my soil is moist when planting a seeding and then for the next week I don't water unless I see the leaves droop, which almost never happens. Normally they can go 2 weeks without adding water. Overwatering is much more common than underwatering, always keep in mind roots love air just as much as water and too little of either will give you serious problems.

I would water water when the top 5cm are dry an make the soul really wet