bori

One root, and it needs saying because the shape invites a second reading.Bo- is a real Esperanto prefix: it makes relations by marriage, so bopatro is a father-in-law and bofrato a brother-in-law. Seeing bori and reading a bo- in it is a natural mistake and a completely wrong one. There is no ri to attach the prefix to, bor- is the whole root, and the word has nothing to do with anybody's family.

Only the tool sense, never the tedium. English bore does two unrelated jobs, and Esperanto took only the first. To bore a hole is bori. To bore a person is enuigi, from enui (to be bored), and the two words share nothing at all. This is the kind of split that makes Esperanto easier to read than to translate into: the ambiguity English lives with simply never arises.

The family. Borilo is the drill, the tool, and it is a proper -il- derivation rather than the accident that argilo turned out to be. Boraĵo is the borehole, borado the drilling, traboru the imperative you shout when you want the thing gone right through, and borturo is a drilling rig. A bortruo is specifically a drilled truo, which is the sort of compound Esperanto builds without anybody having to sanction it first.