Strengthen Your Church Community App
Image placeholder
  • Overview
  • About
  • Features
  • Pricing
  • Blog
  • Learn
  • Case Studies
    • Image placeholder
      Structured Discipleship

      Explore our approach to structured discipleship and its impact.

    • Image placeholder
      Case Study: Disciply Empowers Growth

      How Digital Discipleship with Disciply Empowers Scalable Church Growth.

    Why Disciply? Tools
    Testimonials Features
  • Try for free Try for free
  • Sign in
← Back to Prayer | Learn / Prayer / Module

Prayer: Praying Through the Press: Honest Sorrow and Surrendered Obedience in Dark Seasons

Series: Calvary Boise Gethsemane Faith: Following Jesus in Seasons of Pressure Honest Sorrow, Bold Prayer: Discipleship in the Dark Cloud Abba Trust: Praying Through Anxiety, Grief, and Suffering Holy Week Discipleship: Mark 14 and the Garden of Pressing Pressed but Not Disqualified: Spiritual Formation Through Trials Teacher: Pastor Tucker

Read the module, then sign in or create a member account to track completion and take the assessment.

Facebook X Email

Introduction

When a dark cloud falls on your life, grief you didn’t plan for, anxiety you didn’t invite, suffering that feels out of place, what comes out of you when you’re pressed? The central teaching we need from Mark 14 is this: we follow a suffering Savior, and in our own “pressing” seasons God is not disqualifying us, He is drawing us deeper into discipleship through honest sorrow, desperate prayer, and surrendered obedience.

Mark 14 sits inside Holy Week. Jerusalem is celebrating: pilgrims everywhere, Passover approaching, the echoes of Palm Sunday still ringing, “Hosanna!” And yet a surprising shadow covers Jesus and His disciples. In the upper room Jesus speaks of betrayal, denial, and the cross. The mood feels out of place, like gloomy weather in a season that “should” be sunny. That’s often how sorrow feels in our lives too: as though something must be wrong with us, or with God, because the story doesn’t match what we expected. But Mark will not let us believe that following Jesus means uninterrupted celebration until heaven. Jesus leads us into Gethsemane to show us what faithful discipleship looks like when life is heavy.

Main Points

When a dark cloud falls on your life, grief you didn’t plan for, anxiety you didn’t invite, suffering that feels out of place, what comes out of you when you’re pressed? The central teaching we need from Mark 14 is this: we follow a suffering Savior, and in our own “pressing” seasons God is not disqualifying us, He is drawing us deeper into discipleship through honest sorrow, desperate prayer, and surrendered obedience.

Mark 14 sits inside Holy Week. Jerusalem is celebrating: pilgrims everywhere, Passover approaching, the echoes of Palm Sunday still ringing, “Hosanna!” And yet a surprising shadow covers Jesus and His disciples. In the upper room Jesus speaks of betrayal, denial, and the cross. The mood feels out of place, like gloomy weather in a season that “should” be sunny. That’s often how sorrow feels in our lives too: as though something must be wrong with us, or with God, because the story doesn’t match what we expected.

But Mark will not let us believe that following Jesus means uninterrupted celebration until heaven. Jesus leads us into Gethsemane to show us what faithful discipleship looks like when life is heavy.

The Place of Pressing Reveals Hearts

Mark 14:32 brings us to a specific location: Gethsemane. Jesus tells His disciples, “Sit here while I pray.” This garden at the base of the Mount of Olives carries a name that matters: Gethsemane means “oil press.” Olives are pressed until something comes out.

That’s the first discipleship question the passage asks of you: when you are pressed, what comes out? Not when you’re comfortable, applauded, or in control, but when the phone rings with news you never planned to hear, when your body floods with panic, when grief visits your home, when life squeezes your soul.

Gethsemane is not an interruption of Jesus’ mission; it is part of it. And your pressing seasons are not automatically signs you’ve failed. Often, they’re the very place where God forms what is true in you.

Jesus Shares Sorrow With His People

In Mark 14:33–34, Jesus takes Peter, James, and John deeper with Him, three disciples who previously witnessed His power (Jairus’ daughter raised) and His glory (the Transfiguration). Now they witness something else: His anguish.

“He began to be troubled and deeply distressed… ‘My soul is exceedingly sorrowful, even to death; stay here and watch.’”

Don’t miss what Jesus models: He names His sorrow out loud. He does not pretend. He does not isolate in silence. He does not hide behind religious polish.

I want to disciple you gently but clearly here: if Jesus, sinless, strong, perfectly faithful, could say, “My soul is exceedingly sorrowful,” then you are not “less spiritual” because you hurt. Some of us have learned to live with “big open windows and locked doors”, people can see in, but they can’t truly come in. We say “I’m fine,” because we think church is a place for Sunday best, not shared burdens.

But discipleship requires community. Jesus told them, “Stay here and watch.” He invites presence. He invites shared weight. So I need you to ask yourself:

  • Do I have believers in my life who can “watch” with me when I’m weak?
  • Do I allow the body of Christ to carry burdens with me (Galatians 6:2 implied)?
  • Have I mistaken privacy for maturity?

You don’t need to broadcast everything to everyone. But you do need people. If you have no one, that’s not shame, it's a call to step into real fellowship so you won’t be alone when the cloud comes.

Jesus Goes Farther Into Prayer

Mark 14:35 shows the next movement: “He went a little farther, and fell on the ground, and prayed…”

Community matters, but it is not the deepest answer. You can have supportive friends, a small group, and loving pastors, and still avoid the lifeline Jesus grabs: prayer that brings you into communion with the Father.

When Jesus is pressed, He doesn’t merely talk about pain. He takes the pain into prayer. This is often how God uses suffering in us: it disorients our self-reliance until the only stable place left is God Himself. Many of our first “fall on your face” prayers were born out of trouble, not comfort.

So I’m training you in a crucial rhythm:

  1. Express sorrow honestly (to God and to trusted disciples).
  2. Go farther, beyond people, beyond coping, into prayer.
  3. Stay there until your heart is re-anchored in the Father.

Abba Trust Overcomes Lonely Fear

Mark 14:36 begins Jesus’ prayer: “Abba, Father…”

That word Abba is not cold formality. It is intimate trust, something like “Dad.” Jesus faces betrayal, scourging, the cross, and the deeper horror of bearing sin. He knows Psalm 22 is coming, “My God, My God, why have You forsaken Me?”, the coming moment when the Son bears the weight of sin and experiences the Father turning His face away.

And still, at the front edge of that agony, Jesus prays: “Dad.”

This is not sentimental; it is discipleship. You were made for this relationship. Our generation often substitutes “the universe” for God’s sovereignty, but the universe cannot love you, cannot sympathize with you, and cannot enter your suffering. Jesus can. Hebrews teaches that we have a High Priest who can sympathize with our weaknesses (Hebrews 4:15 implied). In Gethsemane we see that sympathy in real time.

So when your trouble makes you feel abandoned, I want you to learn this prayer language: not only “God,” but Father, Abba, because your pain is meant to drive you into the security of His love, not away from it.

Faith Asks Boldly for Help

Jesus continues: “All things are possible for You.”

That is the foundation of real prayer: confidence in God’s power. Until you believe God can act, prayer becomes mere religious speech, something you recite, not something you cling to.

But Jesus prays with faith. He believes the Father can do anything. The God who creates from nothing, who rules history, who raises the dead, this God is able. Discipleship trains your heart to say in the press: “Father, You can.”

And from that faith comes a specific request: “Take this cup from Me.”

Jesus does not hide His desire. He does not pretend He wants suffering. He asks for deliverance. He teaches you that faithful prayer is not vague spirituality; it makes real requests. When you are pressed, you are invited to say plainly:

  • “Lord, help me.”
  • “Lord, remove this.”
  • “Lord, heal.”
  • “Lord, provide.”
  • “Lord, give me strength.”

You are not dishonoring God by asking. Jesus asked.

Conclusion

Mark 14 leads us into the surprising shadow of Gethsemane so we stop believing a false gospel of constant ease. In the garden of pressing, Jesus shows us what comes out of a faithful heart: honest sorrow, humble dependence, Abba-trust, and bold faith expressed in prayer.

So when your life gets heavy and the cloud feels out of place, don’t assume God has left you or that you’re doing Christianity wrong. Remember: we follow a suffering Savior. And in seasons of pressure, God may be bringing you closer to the center of discipleship, closer to prayer, closer to His fatherly love, and closer to the kind of faith that can endure.

Abba Father, we come to You as children who need You. Thank You that Jesus has gone into suffering ahead of us and understands our weakness. Teach us to be honest about our sorrow, to let trusted believers “watch” with us, and to go farther into prayer instead of drifting into isolation. Grow in us real faith that You are able, that all things are possible for You, and help us to bring our requests to You with humility and trust. In our pressing seasons, make what comes out of us look like Jesus: dependence, obedience, and love. In Jesus’ name, amen.

Conclusion

Mark 14 leads us into the surprising shadow of Gethsemane so we stop believing a false gospel of constant ease. In the garden of pressing, Jesus shows us what comes out of a faithful heart: honest sorrow, humble dependence, Abba-trust, and bold faith expressed in prayer.

So when your life gets heavy and the cloud feels out of place, don’t assume God has left you or that you’re doing Christianity wrong. Remember: we follow a suffering Savior. And in seasons of pressure, God may be bringing you closer to the center of discipleship, closer to prayer, closer to His fatherly love, and closer to the kind of faith that can endure.

Closing Prayer

Abba Father, we come to You as children who need You. Thank You that Jesus has gone into suffering ahead of us and understands our weakness. Teach us to be honest about our sorrow, to let trusted believers “watch” with us, and to go farther into prayer instead of drifting into isolation. Grow in us real faith that You are able, that all things are possible for You, and help us to bring our requests to You with humility and trust. In our pressing seasons, make what comes out of us look like Jesus: dependence, obedience, and love. In Jesus’ name, amen.

Series Teaching Video

Ready for the assessment?

Take the assessment and track your discipleship progress.

Sign In
Footer logo

We aim to bridge technology and faith, enabling pastors, leaders, and members to track spiritual growth, build lasting connections, and drive transformative community impact through a data-driven approach.

About
  • Team
  • Contact Us
  • Support
  • Feature Request
Disciply
  • Terms
  • Privacy
  • API Documentation
© 2026 Disciply. All rights reserved.

Create Member Account

Support Request

Feature Request

Contact Us

Custom Pricing