My 63 Fleetwood had the engine and transmission rebuilt last year. Since then after a cruise and sitting for a couple of weeks there is a rather large transmission oil spot below the transmission. My mechanic has worked on it several times including replacing the dipstick tube. He recently inserted an O-ring which has not helped. I am looking for help and advice from you who experience this problem. Here are a couple of thoughts: 1) bend the dipstick at the bracket to get a more secure/ tight fitting to reduce vibration; 2) use a thicker O-ring which may give a tighter seal; 3) braze the dipstick opening to give a better seal. These are just some ideas. Has someone satisfactorily solved to their satisfaction. this poor design. All advice and suggestions gratefully appreciated.   

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The only seal for the dip stick is an O ring inside the transmission tube, where the dip stick pokes into.  It is darn near impossible to see, due to wearing flat and black and dirty as the hole is. 

However, most folks use a good amount of sealant at the exterior to seal the tube. 

Will share with my mechanic tomorrow

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