awk '
NR==1                   {HD="Ticket #|Creation Month|Creation Year|Ref|Name|Address |City|State|Zipcode|Phone|Player|DOB|IP"

                         print HD                               # print it
                         sub ("Month\|Creation Year", "Date", HD)
                         sub ("\|City\|State\|Zipcode", _, HD)
                         gsub ("\|", ",", HD)
                         HDCnt = split(HD, HDArr, ",")          # HDArr n HDCnt needed later for extracting and printing
                         HD    = "," HD ","
                        }

function PRT()          {DL = ""                                # clear delimiter

                         for (i=1; i<=HDCnt; i++)       {printf "%s%s", DL, RES[HDArr[i]]       # print fields in sequence, plus delimiter
                                                         DL=SEP                                 # set delimiter
                                                        }
                         printf "\n"
                         delete RES                             # clear for next record
                        }

NF == 0                 {PRT()                                  # empty line means: print complete record
                        }

HD ~ "," $1 ","         {gsub (",", SEP, $NF)                   # prepare Address field
                         if ($1 ~ "Date") sub ("-","|", $NF)    # prepare Creation field
                         RES[$1] = $NF                          # save it for print
                        }

END                  {PRT()}                                    # print last record
' FS="[[:]" SEP="|" file
Ticket #|Creation Month|Creation Year|Ref|Name|Address |City|State|Zipcode|Phone|Player|DOB|IP
 XXXXXXXXXXXXXXXXX| 03|2015| 299XXXXXX| Alexandra| XXXX N 37 Ave| Hollywood| FL| 33021| XXX3190XXX| XXXXXX| June-14-1995| 73.XXXXXXXX - 73.XXXXXXXX
 XXXXXXXXXXXXXXXXX| 03|2016| 449XXXXXX| GXX(1) JonXX(2)| XXXX XXXXXX SE| Washington (city)| DC (state)| 20032 (zipcode)| XXX5954XXX| XXXXXX| April-24-1986| 66.44.XXXX - XXXXX.md.cable.rcn.com