Free the clutch before starting it, Us old time Triumph Riders used to put into second before going back down into first to pull away.
A thinner oil in the chaincase might help, a 1/4 pint of auto transmission fluid or even 30 grade tinned with paraffin.
I have known the over keen fill the chaincase right up with oil........

you only need to wet the bottom run of the chain.
Next time you have the chaincase off check that the pressure plate runs true, with the engine running pull the clutch in and the pressure plate should come to a halt, if it don't it'll drag and bugger the gear change, properly sorted these clutches are as good as any.
I realise you are talking T140, my Triumph experience stopped some years ago when they put the gear change on the wrong side but the generality of the above should still apply.