Luke 4

Luke4: 1 Then Jesus, being filled with the Holy Spirit, returned from the Jordan and was led by the Spirit into^[a] the wilderness,

Being filled with the Holy Spirit and to be led by the Spirit is something great. To be led by the Spirit means no worries(because it is God guiding us- we don't have to worry o'er the future) and to act out the will of God (=to walk on the path of righteousness). That sounds great. But in actual fact this is not that easy.
We have to pray and read the bible every day in order to keep up and grow in our spiritual life. But sometimes not even this can grant us a perfect faith. Being human we are weak. We often forget how unperfect and sinful we are. So we might think, that our faith is good(and so we don't pray that hard and we don't read the bible that concentrated anymore), but in fact our faith is declining day by day.
So I think that it cannot be repeated often enough that we should watch and pray. Not just thinking that we have done enough in the past few years/months/weeks/or even days(?).
If we keep up our spiritual level and even grow in our faith, then we will be filled and led by the Holy Spirit constantly.