"But the bill says $29.99, so that’s what I’m putting on the check." I really hope he is not serious - is this true? I've not seen a checkbook in years and years.
I do pay most of my bills online. (Including my TWC Internet bill, actually.)
However there are some bills that _require_ me to use a checkbook, primarily my rent and housing related expenses [water, sewage, garbage, maintenance].
I could pay in cash, but a check provides additional security and convenience anyways. -- They won't accept debit or credit cards though.