Is he British, how many UK licence holders will Ryanair want or be able to employ post Brexit to operate his Irish reg aircraft if we go down the hard Brexit route which seems likely with the let's give the EU everything they want deal Mrs May is proposing?
UK licence on a G reg aircraft might be important, the likes of Ryanair might not be so keen on Brits until they know what the fall out will enforce for UK residents trying to gain work in Europe in the future and there are bucket loads of Italians, Spanish etc to fill his right hand seats of those B738's. Could the EU turn round and say sory we have enough of our own 'new airline pilots, Brits not required'?
I would personally be jumping in any jet I could at the moment, subject to due diligence on the short and medium term prospects of the proposed employers business. To spend £20k on a rating with a company that might not last 6 months would be a risk but please understand I know nothing of Midland Regional finances and this is just a general statement.
(PS Never paid for a type rating, vowed I never would but it's a fight to get to top and times have changed I am afraid. Like any part of life aviation is a battle to beat your competitors, some people are lucky to have the odd £20k to chuck around)