Re: '88 100 hp merc. leaks gear oil when engine is tilted up
Sounds like leaking driveshaft seals.
Raise up the motor for access to the L/U then place the remote control box in Neutral.
Unbolt the lower unit and remove; pull the bolts holding the water pump assy together and then the water pump base is accessible for removal.
The seals are pressed into the pump base; before driving the old seals out with screwdriver or other suitable tool, note the orientation of the seals so you get the new seals' lips facing the correct way.
You can get parts diagram for your motor at
www.mercurypartsexpress.com or
http://www.dougrussell.com/partscatalog/collections/index.cfm?fuseaction=collectdetails&colid=01
You may as well replace the impeller at the same time. There will be some gaskets to replace also.
Note the biggest challenge may be if some of the bolts are stuck. If it's a fresh water motor it should come apart easily. If she's a Salty Dog, you'll probably need a carefull application of heat from propane or equiv torch if bolts don't loosen with normal force. Don't reef on them unless you like drilling stainless bolts out of aluminum !!!
Use a coating of Permatex #3 gasket dressing on the bolt threads holding the base down. Use anti-sieze or a waterproof grease such as Sta-Lube boat bearing grease on all other bolts and it'll come apart easily for servicing in the future.
Lightly coat the impeller with Vaseline or grease before installing; turn clockwise as you install.
Put a coating of grease on the driveshaft splines prior to installation; be sure there's no grease on top of the driveshaft though.
HTH & G'luck..........ed