I've been doing this challenge too. I'm currently in 2017, here's my story so far:
Started in New Caledonia with a club called Thio Sport. I finished an unremarkable 5th in my first season, after joining half-way through the campaign. I won the title in my 2nd season, granting me access to the O-League the following year. I was unlucky in my first O-League adventure, failing to qualify from the group due to conceding two very late equalisers in games I was dominating. I did however, win the domestic league again so I could have another go next year. At this point, my club reputation had risen enough for me to be able to attract foreign players, in particular, Brazilians. Because it's an amateur league, I signed an entire new squad of of these SuperBrazilians without spending a penny in wages or transfers, making us, by an absolute mile the best team in Oceana. I dominated domestically and continentally, winning the league at a canter and beating Auckland City 5-1 in the O-League final. 1 down, 5 to go.
I resigned, and was soon offered the job at Power FC in the Ghanaian Premiership. Predicted 15th out of 16, I finished 7th in my first and only season. I resigned because they don't have a badge in-game and it was annoying me
I did this challenge last year, starting with Winners Park in the South African 2nd division. After about 8 years I qualified for the African CL. I spent the next 6 or 7 years being knocked out at various stages by the Egyptian team Zamalek. Finally, after about 15 seasons, I gained revenge by beating Zamalek in the final. Since then I've held a quite rational hatred of them, so took the opportunity on FM12 to move to Egypt and renew our rivalry.
In 2016, I took over at Baladiyat El-Mahalla in the Egyptian 2nd division lower, winning promotion to the top tier at my first attempt.
Then, at the start of the current season, I was poached by the reigning champions Al-Ahli. I knew they were the perfect club for me when I checked their information and discovered that Zamalek were listed as fierce rivals
One thing I've noticed so far is that my reputation is rising a lot faster than it did on FM11. Last year I struggled to find new jobs even after winning African/Asian Champions Leagues, a Club World Cup, and a plethora of domestic leagues and cups. This year however, I already have Continental reputation after winning just 3 New Caledonian league titles, the O-League, and the Egyptian 2nd division. It seems they've gone a bit too far in the other direction to me.
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