I think you need to have the guts to pull off the huge leap in the first place.

you shouldn't go in full speed but you should have 85%+ confidences that this is the right move and be able to live it tough.

Personally i'd buy a big revenue name and hold onto it and then sell it and look into another or afew more names. You got to make sure you can cover it if something goes wrong though. you don't want to be left trying to scrap up pennies to pay the bills for the month.
Its all about planning and making sure you got a back-up plan