Publican and pharisee square

How an Unlikely Prayer Unlocks The Transformative Power of Lent

Great Lent is coming, my friends. The season of spiritual renewalโ€”the time to pause, reflect, and redirect our hearts toward Godโ€”is creeping into view. But before we jump into fasting routines or dust off our Lenten recipe books, the Church gives us a powerful reminder of what should guide all this effort. It starts with a story, a parable. And trust me, it’s not just any storyโ€”itโ€™s a spiritual gut check. Meet the Publican and the Pharisee.

Two Men, Two Prayers, Two Directions

Jesus tells this short but striking parable in Luke 18:10-14. Two men go up to the Temple to pray. First, we meet the Pharisee, a religious leaderโ€”a VIP in the faith community. Heโ€™s got his fasting schedule down, he tithes like clockwork, and heโ€™s not shy about telling God all this during his prayer. And just to drive home how “together” he is, he adds, โ€œThank God Iโ€™m not like these peopleโ€”especially that tax collector over there.โ€

Cue the tax collector, the Publican. This guy is seen as a bottom-dweller in society, hated for collaborating with the empire and squeezing hard-earned money out of his neighbors. But what does he do? He stands far off, canโ€™t even lift his eyes toward heaven, and beats his chest, crying, โ€œGod, be merciful to me, a sinner!โ€

Jesus drops the punchline with no frills. The tax collector, not the Pharisee, goes home justified before God. And then comes the mic drop moment for us all to chew on: โ€œEveryone who exalts himself will be humbled, and whoever humbles himself will be exalted.โ€ (Luke 18:14)

Waitโ€”Is It Just Me, or Are We All the Pharisee?

Hereโ€™s where it gets tricky. Chances are, when you hear this story, you relate to the Publican. โ€œI could never act like that smug Pharisee,โ€ you think. โ€œGross.โ€ But hang onโ€”do you see what just happened? You judged the Pharisee for being judgmental. Oops.

This is the not-so-hidden challenge in the parable. Pride is sneaky. Itโ€™s like a shadow; it shows up even when we think weโ€™ve left it behind. The Phariseeโ€™s problem wasnโ€™t his fasting, tithing, or religious disciplineโ€”it was the arrogance that came with it. And ironically, even as we try to learn from this story, we can still fall into the same trap.

A Warning Against Self-Righteousness

The Pharisee wasnโ€™t a bad guy because he fasted, prayed, and tithed. These are good things. The problem? He used those spiritual practices to boost his ego. Instead of seeing them as gifts from God, he saw them as proof of his superiority.ย 

St. Cyril of Alexandria had his number, saying, โ€œThe Pharisee, while thanking God, was actually flattering himself.โ€

This hits home because, if weโ€™re honest, weโ€™ve all done it. How often do we compare ourselves to others to feel better about ourselves? โ€œAt least Iโ€™m not like that person.โ€ But spiritual pride is a pothole on the road to God. The second we think weโ€™re better than someone else, weโ€™ve lost the plot.

St. Basil the Great put it bluntly, โ€œFasting and prayer are good, but pride renders them useless.” Oof. That one stings.

The Publicanโ€™s Superpower? Humility.

Now, the Publican gets something crucial in this story. He knows heโ€™s broken, and he owns it in front of God. Thereโ€™s no sugar-coating his faults or performing spiritual gymnastics to justify his actions. He prays from the gutโ€”a raw single sentence that would later inspire the Jesus Prayer many of us know and love today. โ€œLord Jesus Christ, Son of God, have mercy on me, a sinner.โ€ Thatโ€™s it.

This isnโ€™t about theatrics or overblown guilt trips. Itโ€™s about honesty. The Publican’s prayer isnโ€™t polished or impressive; itโ€™s real. And God meets him right there, in his messy, unvarnished humility. St. John Chrysostom captures this perfectly, describing the two men in this parable as if in a chariot raceโ€”one weighed down by pride, the other lifted by humility.

Lord Jesus Christ, Son of God, have mercy on me, a sinner.

Breaking the Comparison Trap

If weโ€™re all being real here, thereโ€™s another trap the Pharisee fell into that we need to call out. Itโ€™s the comparison game. Every one of us is guilty of it. We scroll through social media, watch our neighbors, or gossip at work. We tally their flaws, measure their sins, and somehow, use that data to boost our personal self-esteem. โ€œAt least Iโ€™m not like them.โ€

But this is dangerous for the soul. St. Macarius of Egypt warns, โ€œThe greatest deception is to think you are righteous. The more you believe yourself to be holy, the further you drift from God.โ€ Comparing yourself to others is a distraction that pulls you away from what actually mattersโ€”your relationship with Christ.

Instead of pointing fingers, weโ€™re called to look inward. St. Dorotheos of Gaza hits it on the head, saying, โ€œIf we see our brotherโ€™s sin and judge him, our heart is sick. Instead, let us only see our own sins and weep.โ€

The greatest deception is to think you are righteous. The more you believe yourself to be holy, the further you drift from God.

Real Talkโ€”What This Means for You and Me

This parable is not some moralistic bedtime story; itโ€™s an invitation. Lent isnโ€™t about appearances, or showing off how disciplined you are. Itโ€™s about a complete transformation of the heart.

St. Gregory Palamas sums it up beautifully, โ€œThe heart that knows its sinfulness is closer to God than the one that boasts of its righteousness.โ€

This means we have real work to do. Hereโ€™s how to start:

  1. Examine Your Heart: Honestly ask yourselfโ€”am I acting like the Pharisee? Am I comparing myself to others or judging their faults while I ignore my own?
  2. Pray the Jesus Prayer: Keep it simple. “Lord Jesus Christ, Son of God, have mercy on me, a sinner.” Make this a daily habit.
  3. Go to Confession: The Publican asked for mercy, and he received it. Confession is your chance to do the sameโ€”no pride, just honesty.
  4. Humble Yourself: Remember, anything good in you is because of Godโ€™s grace, not your own awesomeness.

An Invitation to a Humble Lent

Lent isnโ€™t about giving up meat, dairy, chocolate or carbs just to prove youโ€™re tough. Itโ€™s about giving up pride, arrogance, and self-righteousness. Itโ€™s a time to stand before God like the Publicanโ€”uncovered, unpretentious, and hungry for mercy. And here’s the good newsโ€”the door is open.

Jesus said, โ€œBlessed are the poor in spirit, for theirs is the kingdom of heaven.โ€ (Matthew 5:3) When we acknowledge our spiritual poverty, God steps in with His abundance. The Publican found mercy because he came to God with an open heart. And the same is true for us.

One of my all-time favorite quotes comes from a saint who lived such a radically transformed life, heโ€™s kind of the poster child for what Godโ€™s grace can do. Iโ€™m talking about St. Moses the Ethiopian. This guy went from being a murderous gang leader (yes, you read that right) to becoming one of the great desert fathers of the Church. And he didnโ€™t pull any punches when it came to spiritual truth. Hereโ€™s one of his most powerful insights:

You fast, but Satan does not eat. You labor fervently, but Satan never sleeps. The only dimension with which you can outperform Satan is by acquiring humility, for Satan has no humility.

Boom. Talk about hitting you right between the eyes. St. Moses is basically saying, โ€œHey, you might be religiously on fireโ€”fasting, praying, staying busy with all the Church thingsโ€”but guess what? Satan can keep up with all of that. He doesnโ€™t sleep either. The one area he canโ€™t touch? Humility. That guy has zero humility.โ€

It’s such a wake-up call because we often focus on the external signs of our spiritual lifeโ€”how much we pray, how well we fast, or how active we are in serving others. These are all good things, but theyโ€™re not the real litmus test. According to St. Moses, if weโ€™ve missed out on humility, weโ€™ve missed the whole point. And the devil knows it. He can mimic piety, but he absolutely cannot fake an ounce of humility.

This teaching lines up beautifully with St. John Climacus, another heavyweight in the spiritual life, who wrote in The Ladder of Divine Ascent: โ€œHumility is the only thing that no devil can imitate.โ€ Think about that. Out of all the spiritual virtuesโ€”love, patience, generosityโ€”humility is the devilโ€™s kryptonite. Why? Because humility strips away his power. Itโ€™s the antidote to pride, which is pretty much the devilโ€™s signature move.

If you need a mental picture, think of humility as a fortress. When you have humility, itโ€™s like youโ€™ve reinforced your spiritual walls with steel and stone. Pride, on the other hand, turns your fortress into a house of cards, ready to collapse at the first puff of temptation.

And hereโ€™s the kickerโ€”humility isnโ€™t about pretending to be weak or beating yourself up. Itโ€™s about seeing yourself honestly. Itโ€™s recognizing that every good thing you have is a gift from God. Itโ€™s realizing youโ€™re nothing on your own, but in Christ, you have everything. Thatโ€™s a mindset the devil canโ€™t stand, and more importantly, canโ€™t beat.

St. Moses and St. John are giving us not just advice, but a battle strategy. Lean into humility. Stop keeping score of your spiritual accomplishments. Stop comparing yourself to others. Instead, follow Christโ€™s exampleโ€”because if the King of the Universe could humble Himself to the point of washing feet and dying on a cross, weโ€™ve got no excuses.

You fast, but Satan does not eat. You labor fervently, but Satan never sleeps. The only dimension with which you can outperform Satan is by acquiring humility, for Satan has no humility.

Embrace This Season

Whether youโ€™re a seasoned Orthodox Christian, a believer from a different tradition, or just someone curious about God, this Lent is an opportunity. Itโ€™s a time to set aside the distractions, comparison games, and pride traps. Itโ€™s a season of turning back to God and finding not judgment, but joy.

Join the Churchโ€™s services, pray, reflect, and prepare your heart. Easter morning is comingโ€”the day when the risen Christ tramples down death forever. And hereโ€™s the incredible partโ€”youโ€™re invited to be part of it.

Lord Jesus Christ, Son of God, have mercy on us sinners.

Amen.

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Scott Ross Founder and CEO

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