Linc,
So I went and deleted all references to Epson in /Library/Printers and /Library/Cache. I installed an older version of Epson drivers (Driver Version 9.0). Now I am getting a Sopped - 'Filter' Failed message when attempting to print. Looking at the error logs is showing far more errors for each time I attempt to print. The errors are below.
D [11/Oct/2013:00:57:49 -0400] [Job 29] The following messages were recorded from 00:57:48 to 00:57:49
D [11/Oct/2013:00:57:49 -0400] [Job 29] Adding start banner page "none".
D [11/Oct/2013:00:57:49 -0400] [Job 29] Queued on "Epson" by "Chris".
D [11/Oct/2013:00:57:49 -0400] [Job 29] File of type application/pdf queued by "Chris".
D [11/Oct/2013:00:57:49 -0400] [Job 29] Setting job-hold-until to no-hold
D [11/Oct/2013:00:57:49 -0400] [Job 29] Adding end banner page "none".
D [11/Oct/2013:00:57:49 -0400] [Job 29] Job released by user.
D [11/Oct/2013:00:57:49 -0400] [Job 29] time-at-processing=1381467469
D [11/Oct/2013:00:57:49 -0400] [Job 29] job-sheets=none,none
D [11/Oct/2013:00:57:49 -0400] [Job 29] argv[0]="Epson"
D [11/Oct/2013:00:57:49 -0400] [Job 29] argv[1]="29"
D [11/Oct/2013:00:57:49 -0400] [Job 29] argv[2]="Chris"
D [11/Oct/2013:00:57:49 -0400] [Job 29] argv[3]="Print"
D [11/Oct/2013:00:57:49 -0400] [Job 29] argv[4]="1"
D [11/Oct/2013:00:57:49 -0400] [Job 29] argv[5]="AP_ColorMatchingMode=AP_VendorColorMatching AP_D_InputSlot= nocollate ColorModel=Gray com.apple.print.DocumentTicket.PMSpoolFormat=application/pdf com.apple.print.JobInfo.PMApplicationName=Chrome com.apple.print.JobInfo.PMJobName=Print com.apple.print.JobInfo.PMJobOwner=Christopher\ Hebert com.apple.print.PrinterInfo.PMColorDeviceID..n.=1632 com.apple.print.PrintSettings.PMColorSpaceModel..n.=2 com.apple.print.PrintSettings.PMCopies..n.=1 com.apple.print.PrintSettings.PMCopyCollate..b. com.apple.print.PrintSettings.PMDuplexing..n.=1 com.apple.print.PrintSettings.PMFirstPage..n.=1 com.apple.print.PrintSettings.PMLastPage..n.=2147483647 com.apple.print.PrintSettings.PMPageRange..a.0..n.=1 com.apple.print.PrintSettings.PMPageRange..a.1..n.=2147483647 DestinationPrinterID=Epson media=Letter pserrorhandler-requested=standard job-uuid=urn:uuid:1a024ea9-bf9d-3f89-6fd2-f2a07f3a2b3d job-originating-host-name=localhost time-at-creation=1381467468 time-at-processing=1381467469 job-impressions=1 com.apple.print.PrintSettings.PMTotalSidesImaged..n.=1 sides=one-sided Duplex=None com.apple.print.PrintSettings.PMTotalBeginPages..n.=1 PageSize=Letter"
D [11/Oct/2013:00:57:49 -0400] [Job 29] argv[6]="/private/var/spool/cups/d00029-001"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[0]="<CFProcessPath>"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[1]="CUPS_CACHEDIR=/private/var/spool/cups/cache"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[2]="CUPS_DATADIR=/usr/share/cups"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[3]="CUPS_DOCROOT=/usr/share/doc/cups"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[4]="CUPS_FONTPATH=/usr/share/cups/fonts"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[5]="CUPS_REQUESTROOT=/private/var/spool/cups"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[6]="CUPS_SERVERBIN=/usr/libexec/cups"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[7]="CUPS_SERVERROOT=/private/etc/cups"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[8]="CUPS_STATEDIR=/private/etc/cups"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[9]="HOME=/private/var/spool/cups/tmp"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[10]="PATH=/usr/libexec/cups/filter:/usr/bin:/usr/sbin:/bin:/usr/bin"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[11]="SERVER_ADMIN=root@chris.home"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[12]="SOFTWARE=CUPS/1.6.2"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[13]="TMPDIR=/private/var/spool/cups/tmp"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[14]="USER=root"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[15]="CUPS_MAX_MESSAGE=2047"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[16]="CUPS_SERVER=/private/var/run/cupsd"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[17]="CUPS_ENCRYPTION=IfRequested"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[18]="IPP_PORT=631"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[19]="CHARSET=utf-8"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[20]="LANG=en_US.UTF-8"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[21]="APPLE_LANGUAGE=en-US"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[22]="PPD=/private/etc/cups/ppd/Epson.ppd"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[23]="RIP_MAX_CACHE=128m"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[24]="CONTENT_TYPE=application/pdf"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[25]="DEVICE_URI=lpd://192.168.1.8/"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[26]="PRINTER_INFO=Epson"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[27]="PRINTER_LOCATION=mymac"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[28]="PRINTER=Epson"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[29]="PRINTER_STATE_REASONS=none"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[30]="CUPS_FILETYPE=document"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[31]="FINAL_CONTENT_TYPE=printer/Epson"
D [11/Oct/2013:00:57:49 -0400] [Job 29] envp[32]="AUTH_I****"
D [11/Oct/2013:00:57:49 -0400] [Job 29] Started filter /Library/Printers/EPSON/InkjetPrinter2/Filter/pdftopdf2.app/Contents/MacOS/pdft opdf2 (PID 492)
D [11/Oct/2013:00:57:49 -0400] [Job 29] Started filter /usr/libexec/cups/filter/cgpdftoraster (PID 493)
D [11/Oct/2013:00:57:49 -0400] [Job 29] Started filter /Library/Printers/EPSON/InkjetPrinter2/Filter/rastertoescpII.app/Contents/MacOS /rastertoescpII (PID 494)
D [11/Oct/2013:00:57:49 -0400] [Job 29] Started backend /usr/libexec/cups/backend/lpd (PID 495)
D [11/Oct/2013:00:57:49 -0400] [Job 29] STATE: +connecting-to-device
D [11/Oct/2013:00:57:49 -0400] [Job 29] Looking up "192.168.1.8"...
D [11/Oct/2013:00:57:49 -0400] [Job 29] backendWaitLoop(snmp_fd=5, addr=0x7fcb62c24e88, side_cb=0x101589a03)
D [11/Oct/2013:00:57:49 -0400] [Job 29] cgpdftoraster: copying to temp print file "/private/var/spool/cups/tmp/001ed525fe56a"
D [11/Oct/2013:00:57:49 -0400] [Job 29] PID 492 (/Library/Printers/EPSON/InkjetPrinter2/Filter/pdftopdf2.app/Contents/MacOS/pdf topdf2) exited with no errors.
D [11/Oct/2013:00:57:49 -0400] [Job 29] cgpdftoraster: “/private/var/spool/cups/tmp/001ed525fe56a” has 1 pages.
D [11/Oct/2013:00:57:49 -0400] [Job 29] cgpdftoraster: opened PPD file "/private/etc/cups/ppd/Epson.ppd"...
D [11/Oct/2013:00:57:49 -0400] [Job 29] cgpdftoraster: size->width = 612, size->length = 792, size->top = 783, size->bottom = 9, size->left = 9, size->right = 603
D [11/Oct/2013:00:57:49 -0400] [Job 29] cgpdftoraster: PreferredRotation = -90
D [11/Oct/2013:00:57:49 -0400] [Job 29] cgpdftoraster: languageLevel = 3, mediaBox.size.width = 612, mediaBox.size.height = 792
D [11/Oct/2013:00:57:49 -0400] [Job 29] cgpdftoraster: colorspace = 1, bitsPerColor = 8
D [11/Oct/2013:00:57:49 -0400] [Job 29] STATE:
D [11/Oct/2013:00:57:49 -0400] [Job 29] cgpdftoraster: Vendor matching mode is ON and the handoff color space requested is sRGB.
D [11/Oct/2013:00:57:49 -0400] [Job 29] cgpdftoraster: skipBytesPerRow = 8
D [11/Oct/2013:00:57:49 -0400] [Job 29] cgpdftoraster: band width = 2970, bytesPerRow = 11888, band height = 882, height = 3870
D [11/Oct/2013:00:57:49 -0400] [Job 29] cgpdftoraster: context width = 2970, height = 882, bitsPerComponent = 8, bitsPerPixel = 32, bytesPerRow = 11888, bitmapInfo = 5, resolution = (360.000000, 360.000000)
D [11/Oct/2013:00:57:49 -0400] [Job 29] PID 494 (/Library/Printers/EPSON/InkjetPrinter2/Filter/rastertoescpII.app/Contents/MacO S/rastertoescpII) stopped with status 206 (Interface output queue is full)
D [11/Oct/2013:00:57:49 -0400] [Job 29] Hint: Try setting the LogLevel to "debug" to find out more.
D [11/Oct/2013:00:57:49 -0400] [Job 29] PID 495 (/usr/libexec/cups/backend/lpd) exited with no errors.
D [11/Oct/2013:00:57:49 -0400] [Job 29] cgpdftoraster: rasterWriteLine: (null)
D [11/Oct/2013:00:57:49 -0400] [Job 29] cgpdftoraster: bytes written for side 1 = 7858620
D [11/Oct/2013:00:57:49 -0400] [Job 29] PID 493 (/usr/libexec/cups/filter/cgpdftoraster) exited with no errors.
D [11/Oct/2013:00:57:49 -0400] [Job 29] End of messages
D [11/Oct/2013:00:57:49 -0400] [Job 29] printer-state=3(idle)
D [11/Oct/2013:00:57:49 -0400] [Job 29] printer-state-message="Filter failed"
D [11/Oct/2013:00:57:49 -0400] [Job 29] printer-state-reasons=none