INSTRUCTOR PLT RPT REGARDING EMER LNDG DUE TO OIL LINE NOT CONNECTED PROPERLY.

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AN AIRPLANE WAS SCHEDULED FOR A FLT AT XX30. AT XY00 WHEN WE WENT TO PREFLT THE PLANE WE FOUND IT IN THE MAINT HANGAR WITH THE COWLING OFF. A MECH #2 WORKING ON ANOTHER PLANE SAID MECH #1 HAD LEFT PART WAY THROUGH AN OIL CHANGE 45 MINS PRIOR. MECH #2 STATED HE DID NOT WANT TO FINISH THE JOB BECAUSE HE DID NOT WANT TO ASSUME WHAT MECH #1 HAD OR HADN'T DONE. THE OWNER HOWEVER; STATED IT WAS AN OIL CHANGE AND MECH #2 SHOULD JUST FINISH IT. MECH #2 FINISHED IT AFTER RECEIVING A MESSAGE FROM #1 THAT IT WAS JUST AN OIL CHANGE; AND THEN PERFORMED A RUN-UP TO CHK FOR OIL LEAKS. AFTER THIS HE SAID THE PLANE WAS READY TO GO. MY STUDENT AND I DEPARTED ON OUR XCOUNTRY FLT AFTER AN UNEVENTFUL RUN-UP. APPROX 5 MINS INTO THE FLT WHILE THE STUDENT WAS OPENING THE FLT PLAN; I NOTICED OIL ON THE WINDSHIELD AND THE COWLING. I IMMEDIATELY CANCELED THE FLT PLAN AND NOTIFIED THE FSS WE WERE RETURNING TO THE DEP ARPT FOR A PRECAUTIONARY LNDG DUE TO A MAJOR OIL LEAK. AT THIS TIME THE ENG STILL HAD OIL PRESSURE. I CALLED THE DEP ARPT AND STATED WE WERE RETURNING TO THE ARPT FOR A PRECAUTIONARY LNDG BECAUSE OF AN OIL LEAK. I THEN LOOKED AT THE OIL PRESSURE AGAIN AND IT WAS AT ZERO. I MADE ANOTHER CALL TO THE DEP ARPT AND STATED THAT WE HAD LOST OIL PRESSURE AND WOULD BE LNDG AT PORT ORCHARD WHICH IS A PVT CLOSED ARPT. AFTER MANEUVERING TO AVOID DEBRIS AND POTHOLES ON THE RWY DURING AND AFTER TOUCHDOWNS; I SHUT THE ACFT DOWN. IT WAS THEN DISCOVERED THAT A LINE TO THE OIL COOLER HAD NOT BEEN PROPERLY TIGHTENED AND ALL OF THE ENG OIL HAD LEAKED OUT. I FEEL THE LACK OF PROPER COM BTWN MECHS AND LACK OF CHKING THE TIGHTNESS OF ALL OIL-RELATED FITTINGS IS WHAT CAUSED THIS OCCURRENCE. ANOTHER CONTRIBUTING FACTOR WAS THE INSISTENCE BY THE OWNER THAT MECH #2 FINISH THE JOB EVEN THOUGH HE DID NOT WANT TO.