Alphabet Challenge
Broadly move around clubs in alphabetical order. Once you have achieved a trophy win, move on to the next letter.
Start unemployed. Lowest reputation etc. Start with applying for all ‘A’ clubs and move in from there. Can move to another club within your letter if you get sacked or cannot achieve with your chosen letter.
Optionally, can implement ‘must’ apply for jobs (with the next letter) as soon as you have achieved with your letter, or leave it out and can stay longer if you are enjoying a specific letter/club.
Can load as many or few leagues as you wish (although would advise: England, Scotland, Belgium, Ukraine, France, Greece & Spain for those tricky Q/X/Z clubs). Is a challenge, without being too prescriptive in terms of leagues/clubs/rules etc. and is flexible enough to allow for (eg) Real Betis being ‘B’ or ‘R’. Is basically a journeyman save with a purpose.
How far can you get? How quickly can it be done.