The phrase "difficult position" means being in a challenging or tricky situation where it is hard to make a decision or find a solution. Full definition
It can't be that teams in the playoffs are in difficult positions because of good management and our being in a good position is just luck. (sbnation.com)
We recently found ourselves in the most difficult position of lengthy unemployment and unable to continue with our mortgage payments. (imagineyourhouse.com)
It put them in very difficult position, when it was a fairly minor problem. (politics.co.uk)