I’m planting tomatoes in 5 gallon buckets. Should I have drain holes

yes

Hi Linda, you definitely want drain holes in the bottom. Tomatoes love water, but hate to sit in wet conditions. I make holes in my smaller pots with a cheap wood burning tool. I think it may work for a five gallon bucket also.

Yes it should. Just turn the bucket over and put at least 6 holes in the bottom with a drill.

Yes. Just use a drill to drill holes in the bottom of your buckets.

Yes! You can drill them or stab the bottom with a hot ice pick. My mother in law forgot to put holes before she planted then after they were too heavy for her to move and I didn't have a drill withme so I heated up an ice pick on the stove, went through the plastic like butter. If you can't access the bottom *which I'm assuming because of the other question you posted* just do it on the side but as close to the bottom as you can get

i would definitely drill holes in the bottom. I have some pots that already have drainage holes that got waterlogged with all the rain this spring!

All plants planted in containers, outside, need drain holes. Otherwise your roots could rot.