BLESSED (HAPPY, fortunate, prosperous, and enviable) is the man who walks and lives not in the counsel of the ungodly [following their advice, their plans and purposes], nor stands [submissive and inactive] in the path where sinners walk, nor sits down [to relax and rest] where the scornful [and the mockers] gather. - I think the question here for me is who are my closest friends, my inner circle, who I spend the majority of my time with? Do they encourage me to walk in the way of The Lord? Or do they distract and encourage me to walk in the way of my own selfishness?
But his delight and desire are in the law of the Lord, and on His law (the precepts, the instructions, the teachings of God) he habitually meditates (ponders and studies) by day and by night. - What is the law of the Lord? Love, to love God and people. I hear a call to mediate on the love of God, so that it can saturate our minds and hearts and then we will love Him and people.
And he shall be like a tree firmly planted [and tended] by the streams of water, ready to bring forth its fruit in its season; its leaf also shall not fade or wither; and everything he does shall prosper [and come to maturity]. - As we surround ourselves with brothers and sisters that can encourage and challenge us, and mediate on the deep deep love of our Father for us, we will in time bear fruit. Note that we will bear fruit in its season, my understanding is that there are than seasons when we are drinking in the water (the Spirit), soaking in the sun (the love of God), and growing (in our identities as children of the Father) before we will be in "season" to produce fruit. Like fruit trees, we have cycles - seasons of growth and seasons of bearing fruit.
Where are you at right now? Are you being encouraged and challenged in The Way? Or are you being distracted and encouraged to walk in your own way? If you are, start by finding one person that can be an encourager in The Way for you and meet with them once a week for coffee, chat, and prayer, for some much needed soul care.
Are you spending time drinking in the Spirit, soaking in the love of God, in prayer and praise? Or are you thirsty, hungry and tired? If you are feeling grey, remember Jesus promises to give all who are weary rest, so turn to Him, now!
Do not stress about "bearing fruit" your only role in the process is to abide (being in fellowship with other believers, studying the Word, praying and praising The Lord), Holy Spirit will take care of the rest, producing in you His fruit, love, joy, peace, patience, kindness, gentleness, faithfulness, goodness, and self-control...