kˈæplən wˈɜːkt æt ʃᵻkˈɑːɡoʊ spˈoːɹts ɹˈeɪdɪˌoʊ stˈeɪʃən dˌʌbəljˌuːˌɛmvˌiːpˈiːˌeɪˈɛm bᵻfˌoːɹ dʒˈɔɪnɪŋ dˌʌbəljˌuːdʒˌiːˈɛn ˌeɪˈɛm ˈɛs spˈoːɹts stˈæf æz ɐ ɹᵻpˈoːɹɾɚɹ ɪn nˈaɪntiːnhˈʌndɹɪd nˈaɪnti fˈaɪv.
Kaplan worked at Chicago sports radio station WMVP-AM before joining WGN (AM)'s sports staff as a reporter in 1995.