Even if you do make the 'wrong' move as a manager and end up getting sacked, you'll have made so much money from the club you got sacked from that it must ease the blow. Look at say Frank Lampard going to Everton, a very poorly run club and his time there was a disaster and yet I imagine his...
Don't know about a nightmare, yes they went down with him as Dave Bassett's assistant but the next season with MA in charge they got promoted to the PL.