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Tell him to put his gaff on the market and try and sell with a 60 year lease and SOF, see how he gets on.
He might think it's pointless, buyers' solicitors and mortgage providers will alway think otherwise about anything that looks stupid / weird
^^^bang on imo. Leasehold is complex enough without an expired lease
He's just now said it's fine for us to go ahead if we want, he just thinks it's "absolutely pointless".