Tap roots

Hollyhocks do. They can be a pain to get rid of once they get established - and a long way to dig down.

This year's record breaking tap root is a fennel plant that self seeded in one of the raised beds. Took two of us to pull it out.

Dandelions are famous for it, the root breaks so easily if you aren’t careful.

Yes, unfortunately it is likely to regrow. The best thing to do is keep hoeing it when it emerges which will weaken the plant and eventually kill it.