Earlier quoted context omitted.
https://www.greathillpartners.com/ceos/jim-spanfeller/ Shoot him an email. Maybe ask him why he's such an herb.
"An herb", good god. But completely agree. For anyone who hasn't followed what's happening to Gawker's corpse, this is worth a read: https://theconcourse.deadspin.com/the-adults-in-the-room-183...
Note the pronunciation given for US and Canadian English, with the optional /h/: /(h)ɝb/
If your dialect pronounces it as /ɝb/ it is perfectly natural to say "an herb" (/æn ɝb/) and saying "a herb" (/eɪ ɝb/ or /ə ɝb/) with that pronunciation is incorrect.