“woe to you…”
There are versions of Jesus many of us prefer.
Savior.
Provider.
Healer.
But in Matthew 23, Jesus takes on a role that is just as important: Prophet.
He names names.
He confronts power.
He exposes hypocrisy.
“Woe to you…”
“You clean the outside of the cup, but inside you are full of greed and self-indulgence.”
“You build monuments to the prophets, but you silence the truth in your own day.”
These are not private corrections.
They are public indictments.
And they are aimed not at “the pagans” nor “the world” – but at God’s own religious and political leaders who claimed to represent Him most faithfully.
when power protects itself
The leaders of Jesus’ day were not cartoon villains.
They believed they spoke and acted on behalf of God.
That they were protecting tradition.
That they were defending truth.
But somewhere along the way, they began loving influence more than integrity.
They honored God with their words.
They invoked Scripture.
They spoke of rightness.
But their systems burdened the everyday person.
Their leadership protected the powerful instead of the vulnerable.
Their piety masked ambition and pride.
And Jesus would not let it pass.
the temptation of applause
The reflection this week forces a hard question:
What happens when my faith becomes entangled with my social status?
When access to money feels like blessing?
When proximity to political leaders feels like influence?
When we defend “our side” because losing would mean weakness?
Jesus’ harshest words were reserved for those who used God to secure their own position.
Not because He hated them.
But because blatant hypocrisy in the name of God does more damage than genuine ignorance.
prophecy is not tribal
Jesus stood before many leaders during his time on earth – religious, political, cultural.
He was never impressed by credentials.
He was never swayed by titles or platforms or uniforms.
He was concerned about different things:
Does your leadership look like servanthood?
Does your power protect the least of these?
Does your faith look like the Kingdom instead of the empire around you?
The condemnations of Matthew 23 were not because of the positions of leadership that people held.
They were that the people holding them could no longer discern that they had become the very thing the Scriptures warned about not becoming…
an examen
This story is not about pointing at “them.”
It’s about our ability to be self-aware enough to know when we’ve begun to defend what the Bible condemns.
Have we excused arrogance because it delivers results?
Have we minimized corruption because it protects our interests?
Have we confused being influential with being faithful?
The woes of Jesus are not political slogans.
They are spiritual diagnoses.
They expose the subtle drift from devotion to dominion.
the mercy of woe
“Woe” is not anger and condemnation.
It is grief. It is an invitation to change.
It is the sorrow of watching people mistake popularity within the world’s systems for righteousness.
It is the heartbreak of seeing the faith that you love weaponized against the people those weaponizing it are supposed to love.
“Woe” comes from a love strong enough to confront. To hold accountable. To call others to be consistent with what they say they believe.
The season of Lent invites us to sit with this sort of self-reflection.
Not as spectators watching others. But as participants in our own formation.
Because the most dangerous kind of hypocrisy is the one we refuse to see in ourselves.
today’s leadership landscape
If Jesus stood in the center of our religious and political landscape today…
What would He affirm?
And what would He condemn?
Before we answer this for others, we might ask:
Where have I been silent about the ways the empire is misaligned with the heart of Christ?
People of the Kingdom of God should never fear being exposed by the truth.
They should fear never allowing themselves to be exposed because they pridefully believe they are always on the side of truth.
Only God is on the side of truth every time.
God doesn’t “choose” our side. We choose to be on God’s side.
Are you actively seeking to ensure you’re choosing God’s side and not asking God to choose yours?
Are you holding accountable your leaders to ensure they are doing the same?
*This blog is a part of a series of Lenten reflections. I encourage you to go back and start with the Ash Wednesday reflection for context if this is the first one you’ve read.

